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Journal articles on the topic 'Pyranocoumarins'

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1

Khandy, Maria T., Valeria P. Grigorchuk, Anastasia K. Sofronova, and Tatiana Y. Gorpenchenko. "The Different Composition of Coumarins and Antibacterial Activity of Phlojodicarpus sibiricus and Phlojodicarpus villosus Root Extracts." Plants 13, no. 5 (2024): 601. http://dx.doi.org/10.3390/plants13050601.

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Phlojodicarpus sibiricus, a valuable endangered medicinal plant, is a source of angular pyranocoumarins used in pharmacology. Due to limited resource availability, other pyranocoumarin sources are needed. In the present research, the chemical composition of a closely related species, Phlojodicarpus villosus, was studied, along with P. sibiricus. High-performance liquid chromatography and mass-spectrometric analyses, followed by antibacterial activity studies of root extracts from both species, were performed. P. sibiricus and P. villosus differed significantly in coumarin composition. Pyranoco
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2

Krasylov, Igor V., Viktoriia Moskvina, and Volodymyr P. Khilya. "Synthetic approach to spiropyranocoumarins and their oxime derivatives." Ukr. Bioorg. Acta 2023, Vol. 18, N1 18, no. 1 (2023): 42–51. http://dx.doi.org/10.15407/bioorganica2023.01.042.

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This study explores the synthesis of a diverse series of linear (spiro)pyranocoumarins and their corresponding oximes, compounds known for their promising biological activities. Building on previous work, the authors expand the array of target compounds, adding structural features such as dimethyl groups and various cycloaliphatic rings. The novel synthetic procedure applied herein couples o-hydroxyacetyl coumarins with respective ketones via Kabbe condensation, yielding 16 derivatives, including 12 new compounds. A further step engages these (spiro)pyranocoumarins with hydroxylamine hydrochlo
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3

Khandy, Maria T., Anastasia K. Sofronova, Tatiana Y. Gorpenchenko, and Nadezhda K. Chirikova. "Plant Pyranocoumarins: Description, Biosynthesis, Application." Plants 11, no. 22 (2022): 3135. http://dx.doi.org/10.3390/plants11223135.

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This overview article contains information about pyranocoumarins over the last 55 years. The article is based on the authors’ phytochemical and physiological studies in vivo and in vitro as well as search and analysis of data in literature available on Google Scholar, Web of Science, PubMed, and ScienceDirect before January 2022. Pyranocoumarins are synthesized in plants of the Apiaceae, Rutaceae families, and one species in each of the Cornaceae, Calophyllaceae, and Fabaceae families can synthesize this class of compounds. The physiological role of these compounds in plants is not clear. It h
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4

Alshibl, Hanan M., Ebtehal S. Al-Abdullah, Mogedda E. Haiba, et al. "Synthesis and Evaluation of New Coumarin Derivatives as Antioxidant, Antimicrobial, and Anti-Inflammatory Agents." Molecules 25, no. 14 (2020): 3251. http://dx.doi.org/10.3390/molecules25143251.

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New pyranocoumarin and coumarin-sulfonamide derivatives were prepared and evaluated for their antioxidant, antimicrobial, and/or anti-inflammatory activities. Coumarin-sulfonamide compounds 8a–d demonstrated significant antioxidant activity, while 7c,d, 8c,d, and 9c,d exhibited antimicrobial activity equal to or higher than the standard antimicrobials against at least one tested microorganism. Regarding the anti-inflammatory testing, pyranocoumarins 2b, 3a,b and 5c and coumarin-sulfonamide compound 9a showed more potent antiproteinase activity than aspirin in vitro; however, five compounds wer
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5

Delgado, Guillermo, and José Garduño. "Pyranocoumarins from arracacia nelsonii." Phytochemistry 26, no. 4 (1987): 1139–41. http://dx.doi.org/10.1016/s0031-9422(00)82365-1.

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6

Sarker, Satyajit D., James A. Armstrong, Alexander I. Gray, and Peter G. Waterman. "Pyranocoumarins from Eriostemon apiculatus." Biochemical Systematics and Ecology 22, no. 6 (1994): 641–44. http://dx.doi.org/10.1016/0305-1978(94)90077-9.

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7

Uy, Neil Patrick, Sang Yun Lee, Jang Hoon Kim, Young Ho Yoon, and Sanghyun Lee. "Simultaneous Quantification of Phenolic Compounds in the Leaves and Roots of Peucedanum japonicum Thunb. Using HPLC-PDA with Various Extraction Solvents." Horticulturae 11, no. 3 (2025): 334. https://doi.org/10.3390/horticulturae11030334.

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This study investigated the extraction and quantification of specific phenolic compounds, including chlorogenic acid and several pyranocoumarin derivatives, from the leaves and roots of Peucedanum japonicum. Using high-performance liquid chromatography, this study aimed to optimize extraction methodologies with different solvents to maximize the yield of bioactive compounds. The extraction process involved meticulous steps, including reflux extraction and solvent evaporation, and the total phenolic content was assessed using a spectrophotometric assay. The results demonstrated that ethanol and
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8

Vlachou, Evangelia-Eirini N., and Konstantinos E. Litinas. "An Overview on Pyranocoumarins: Synthesis and Biological Activities." Current Organic Chemistry 23, no. 24 (2020): 2679–721. http://dx.doi.org/10.2174/1385272823666191025151236.

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Pyrano- and dipyranocoumarins are classes of naturally occurring organic compounds with very interesting biological activities. This review focuses on the synthetic strategies for the synthesis of pyranocoumarins and dipyranocoumarins and the biological properties of those compounds. The synthesis involves the formation of the pyran ring, at first, from a coumarin or the formation of pyranone moiety from an existing pyran. Pyranocoumarins and dipyranocoumarins present anti-HIV, anti-cancer, neuroprotective, antidiabetic, antibacterial, antifungal, anti-inflammatory activities. Especially khell
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9

NISHITA, Yoshitaka, Koji UESUGI, Yasuyoshi SATOH, and Takashi HARAYAMA. "Convenient Synthesis of Angular Pyranocoumarins." YAKUGAKU ZASSHI 118, no. 12 (1998): 599–608. http://dx.doi.org/10.1248/yakushi1947.118.12_599.

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10

Krasylov, I. V., V. S. Moskvina, S. V. Shilin, and V. P. Khilya. "Amino-Acid Derivatives of Pyranocoumarins." Chemistry of Natural Compounds 56, no. 5 (2020): 832–36. http://dx.doi.org/10.1007/s10600-020-03163-3.

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11

Manzini, Paolo, Paolo Rodighiero, Giovanni Pastorini, and Adriano Guiotto. "1H NMR spectra of pyranocoumarins." Magnetic Resonance in Chemistry 25, no. 8 (1987): 740–42. http://dx.doi.org/10.1002/mrc.1260250817.

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12

Karami, Bahador, Mahtab Kiani, S. Jafar Hosseini, and Mehrangiz Bahrami. "Synthesis and characterization of novel nanosilica molybdic acid and its first catalytic application in the synthesis of new and known pyranocoumarins." New Journal of Chemistry 39, no. 11 (2015): 8576–81. http://dx.doi.org/10.1039/c5nj01302j.

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13

Khodabakhshi, Saeed, and Bahador Karami. "Graphene oxide nanosheets as metal-free catalysts in the three-component reactions based on aryl glyoxals to generate novel pyranocoumarins." New J. Chem. 38, no. 8 (2014): 3586–90. http://dx.doi.org/10.1039/c4nj00228h.

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14

Tran, Nguyen Khoi Song, Tuy An Trinh, Jaesung Pyo, Chang Geon Kim, Jae Gyu Park, and Ki Sung Kang. "Neuroprotective Potential of Pyranocoumarins from Angelica gigas Nakai on Glutamate-Induced Hippocampal Cell Death." Antioxidants 12, no. 8 (2023): 1651. http://dx.doi.org/10.3390/antiox12081651.

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Chronic neurodegenerative diseases are typically associated with oxidative stress conditions leading to neuronal cell death. We aimed to investigate the neuroprotective effect of three pyranocoumarins (decursin, decursinol angelate, and decursinol) targeting oxidative stress factors. Decursin (also known as dehydro-8-prenylnaringenin) is a prenylated coumarin compound consisting of a coumarin ring system with a prenyl group attached to one of the carbons in the ring. As a secondary metabolite of plants, pyranocoumarin decursin from Angelica gigas Nakai presented protective effects against glut
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15

Yakout, E. M. A., N. M. Ibrahim, Kh M. Ghoneim та M. R. H. Mahran. "Reactions of 4-Hydroxycoumarin and 4-Hydroxyfurocoumarins with α,β-Unsaturated Nitriles. Mass Spectrometry of the New γ-Pyrano-α-pyran Derivatives". Journal of Chemical Research 23, № 11 (1999): 652–53. http://dx.doi.org/10.1177/174751989902301108.

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16

Halder, Bipasa, Himadri S. Maity, and Ahindra Nag. "One Pot Synthesis of Biscoumarins and Pyranocoumarins by Coconut Juice as a Natural Catalyst." Current Organocatalysis 6, no. 1 (2019): 20–27. http://dx.doi.org/10.2174/2213337206666190219142408.

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Background: The conception of ‘Green chemistry’ is the much inventive chemistry which is potent and more environmentally benign. It is notable that many organic reactions take place in conventional organic solvents, known as volatile organic compounds. Being concerned about the environmental impact, we report a promoting medium, coconut juice (ACC) for one-pot synthesis of biscoumarins and pyranocoumarins which is safe, harmless, green and environmentally benign. Methods and Results: Substituted biscoumarins have been achieved by the reaction of biscoumarin and substituted aromatic aldehydes i
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17

Priya, P. Joshi. "A Review on Biological Activities of Linear Pyranocoumarins." International Journal of Advance Study and Research Work 4, no. 1 (2021): 20–27. https://doi.org/10.5281/zenodo.4478566.

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<strong><em>Background: Coumarins (2H-l-benzopyran-2-ones, 2) are secondary metabolites synthesized by plants having a place with families like leguminosae, rutaceae, umbelliferae, and compositae. There is a lot of confusion with respect to the specific role of coumarins in plants yet it is referred to that they function as growth regulators, seed dormancy regulators, bacteriostats, fungistats, and so forth.</em></strong> <strong><em>Objective: The present review discusses the important biological activities of Linear pyranocoumarins having&nbsp; 2,2-dimethylpyran ring fused to parent coumarin
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18

Duh, C. Y., Y. C. Wu, and S. K. Wang. "CYTOTOXIC PYRANOCOUMARINS FROM PEUCEDANUM JAPONICUM ROOTS." Acta Horticulturae, no. 333 (November 1993): 185–90. http://dx.doi.org/10.17660/actahortic.1993.333.22.

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19

Reddy, V. L. Niranjan, Atul N. Jadhav, Bharathi Avula, and Ikhlas A. Khan. "Isolation of Pyranocoumarins from Angelica Gigas." Natural Product Communications 3, no. 5 (2008): 1934578X0800300. http://dx.doi.org/10.1177/1934578x0800300520.

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A mixture of diastereomers of the coumarin glycoside 3′- O-β-D-glucopyranosyl-3′,4′-dihydroxanthyletin (1), along with six known pyranocoumarins, columbianoside (4), marmesin (5), 3′-hydroxy-3′,4′-dihydroxanthyletin (6), decursin (7), decursinol angelate (8), and isoimperatorin (9), were isolated from the roots of Angelica gigas Nakai. The racemic compound 1 was successfully separated by preparative HPLC to obtain a new isomer 3′( S)- O-β-D-glucopyranosyl-3′,4′-dihydroxanthyletin (2), and a known isomer 3′( R)- O-β-D-glucopyranosyl-3′,4′-dihydroxanthyletin (3). The absolute configuration of co
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20

McKee, Tawnya C., Richard W. Fuller, Conni D. Covington, et al. "New Pyranocoumarins Isolated fromCalophyllum lanigerumandCalophyllum teysmannii1." Journal of Natural Products 59, no. 8 (1996): 754–58. http://dx.doi.org/10.1021/np9603784.

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21

McKee, Tawnya C., Richard W. Fuller, Conni D. Covington, et al. "New Pyranocoumarins Isolated fromCalophyllum lanigerumandCalophyllum teysmannii." Journal of Natural Products 59, no. 11 (1996): 1108. http://dx.doi.org/10.1021/np960677t.

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22

Ahsan, Monira, Alexander I. Gray, Greg Leach, and Peter G. Waterman. "Novel angular pyranocoumarins from Boronia lanceolata." Phytochemistry 36, no. 3 (1994): 777–80. http://dx.doi.org/10.1016/s0031-9422(00)89816-7.

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23

Razavi, Seyed Mehdi, Gholamhasan Imanzadeh, Fatemeh Soghra Jahed, and Gholamreza Zarrini. "Pyranocoumarins fromZosima absinthifolia(VENT) Link Roots." Биоорганическая химия 39, no. 2 (2013): 244–46. http://dx.doi.org/10.7868/s0132342313010107.

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24

Sharapov, Ainur D., Ramil F. Fatykhov, Igor A. Khalymbadzha, Grigory V. Zyryanov, Oleg N. Chupakhin, and Mikhail V. Tsurkan. "Plant Coumarins with Anti-HIV Activity: Isolation and Mechanisms of Action." International Journal of Molecular Sciences 24, no. 3 (2023): 2839. http://dx.doi.org/10.3390/ijms24032839.

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This review summarizes and systematizes the literature on the anti-HIV activity of plant coumarins with emphasis on isolation and the mechanism of their antiviral action. This review summarizes the information on the anti-HIV properties of simple coumarins as well as annulated furano- and pyranocoumarins and shows that coumarins of plant origin can act by several mechanisms: inhibition of HIV reverse transcriptase and integrase, inhibition of cellular factors that regulate HIV-1 replication, and transmission of viral particles from infected macrophages to healthy ones. It is important to note
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25

Dharmaratne, H. Ranjith W., J. R. D. Mayuri Sajeevani, Gishanthi P. K. Marasinghe, and E. M. H. G. Shantha Ekanayake. "Distribution of pyranocoumarins in calophyllum cordato-oblongum." Phytochemistry 49, no. 4 (1998): 995–98. http://dx.doi.org/10.1016/s0031-9422(97)01073-x.

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26

Prachyawarakorn, Vilailak, Chulabhorn Mahidol, and Somsak Ruchirawat. "Pyranocoumarins from the twigs of Mammea siamensis." Phytochemistry 67, no. 9 (2006): 924–28. http://dx.doi.org/10.1016/j.phytochem.2006.02.006.

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27

Nagorichna, I. V., A. A. Tkachuk, M. M. Garazd, Ya L. Garazd, and V. P. Khilya. "Modified coumarins. 28. Synthesis of spirosubstituted pyranocoumarins." Chemistry of Natural Compounds 45, no. 2 (2009): 152–57. http://dx.doi.org/10.1007/s10600-009-9260-y.

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28

Razavi, Seyed Mehdi, Gholamhasan Imanzadeh, Fatemeh Soghra Jahed, and Gholamreza Zarrini. "Pyranocoumarins from Zosima absinthifolia (Vent) link roots." Russian Journal of Bioorganic Chemistry 39, no. 2 (2013): 215–17. http://dx.doi.org/10.1134/s106816201301010x.

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29

Ma, Chun-Hui, Bin Chen, Hua-Yi Qi, Bo-Gang Li, and Guo-Lin Zhang. "Two Pyranocoumarins from the Seeds ofCalophyllum polyanthum." Journal of Natural Products 67, no. 9 (2004): 1598–600. http://dx.doi.org/10.1021/np0499158.

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30

Chang-Yih, Duh, Wang Shang-Kwei, and Wu Yang-Chang. "Cytotoxic pyranocoumarins from roots of Peucedanum japonicum." Phytochemistry 31, no. 5 (1992): 1829–30. http://dx.doi.org/10.1016/0031-9422(92)83160-z.

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31

Nishita, Yoshitaka, Koji Uesugi, Yasuyoshi Satoh, and Takashi Harayama. "ChemInform Abstract: Convenient Synthesis of Angular Pyranocoumarins." ChemInform 30, no. 23 (2010): no. http://dx.doi.org/10.1002/chin.199923160.

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32

Widelski, Jarosław, Simon Vlad Luca, Adrianna Skiba, et al. "Coumarins from Seseli devenyense Simonk.: Isolation by Liquid–Liquid Chromatography and Potential Anxiolytic Activity Using an In Vivo Zebrafish Larvae Model." International Journal of Molecular Sciences 22, no. 4 (2021): 1829. http://dx.doi.org/10.3390/ijms22041829.

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Different types of anxiety disorders have become the number one mental health issue in developed countries. The search for new, safer and effective drug-like molecules among naturally derived substances faces two difficulties: an efficient method of isolation compounds with a high-purity and high-throughput animal model for activity assay. Thus, the aim of the present study was to isolate by liquid–liquid chromatography high-purity rare coumarins from the fruits of Seseli devenyense Simonk. and evaluate their anxiolytic effect (defined as reversed thimotaxis) using a 5-days post-fertilization
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33

V., K. AHLUWALIA, R. MANN RAJ, and BALA SINGH SHASHI. "Acid-catalysed Condensation of Phenolic Compounds with Cinnamyl Alcohol. Synthesis of Flavans and Linear Pyranocoumarins." Journal of Indian Chemical Society Vol. 65, Nov 1988 (1988): 768–70. https://doi.org/10.5281/zenodo.6087285.

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Department of Chemistry, University of Delhi, Delhi-110&nbsp;007 <em>Manuscript received 4 April 1988, accepted&nbsp;10 August&nbsp;1988</em> Add-catalysed condensation of 2 methylresorcinol (1) with cinnamyi&nbsp;alcohol gave 2-4. The flavan&nbsp;(3) has been used for the synthesis of&nbsp;dihyaropyranocoumarins (5,10 and 14) which on dehydrogenation&nbsp;with DDQ gave&nbsp;the pyranocoumarins (8, 12 and 15,respectively).
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34

Xia, Hong-Min, Chuang-Jun Li, Jing-Zhi Yang, et al. "Hepatoprotective pyranocoumarins from the stems of Clausena emarginata." Phytochemistry 130 (October 2016): 238–43. http://dx.doi.org/10.1016/j.phytochem.2016.05.010.

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35

Garazd, Ya L., M. M. Garazd, and V. P. Khilya. "Modified coumarins. 13. Synthesis of cyclopentane-annelated pyranocoumarins." Chemistry of Natural Compounds 40, no. 5 (2004): 427–33. http://dx.doi.org/10.1007/s10600-005-0005-2.

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36

Garazd, Ya L., M. M. Garazd, and V. P. Khilya. "Modified Coumarins. 16. Cyclohexane-Annelated Analogs of Pyranocoumarins." Chemistry of Natural Compounds 41, no. 4 (2005): 388–95. http://dx.doi.org/10.1007/s10600-005-0159-y.

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37

Chattopadhyay, Shital, Poulomi Mondal, and Debalina Ghosh. "A New Route to Pyranocoumarins and Their Benzannulated Derivatives." Synthesis 46, no. 24 (2014): 3331–40. http://dx.doi.org/10.1055/s-0034-1379141.

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38

Siddiqui, Zeba N. "Sulfamic acid catalysed synthesis of pyranocoumarins in aqueous media." Tetrahedron Letters 55, no. 1 (2014): 163–68. http://dx.doi.org/10.1016/j.tetlet.2013.10.142.

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39

Chang-yih, Duh, Wang Shang-Kwei, and Wu Yang-Chang. "Cytotoxic pyranocoumarins from the aerial parts of Peucedanum japonicum." Phytochemistry 30, no. 8 (1991): 2812–14. http://dx.doi.org/10.1016/0031-9422(91)85156-t.

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40

KIREMIRE, B., and P. TRALDI. "ChemInform Abstract: Mass Spectrometry of Furanocoumarins, Pyranocoumarins and Chromones." ChemInform 25, no. 32 (2010): no. http://dx.doi.org/10.1002/chin.199432309.

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41

Tosun, Alev, Masaki Baba, and Toru Okuyama. "Coumarins from Seseli hartvigii Roots." Natural Product Communications 2, no. 6 (2007): 1934578X0700200. http://dx.doi.org/10.1177/1934578x0700200607.

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Three angular-type pyranocoumarins, (-)-anomalin (1), (+)-(3' R,4' R)-3′,4′-disenecioyloxy-3′,4′-dihydroseselin (2), and (-)-(3' R,4' R)-3′-angeloyloxy-4′-acetoxy-3′,4′-dihydroseselin (3), two linear-type furocoumarins, bergamottin (4) and isoimperatorin (5), and a simple coumarin, suberosin (6) have been isolated from the roots of Seseli hartvigii (Umbelliferae). The structures of these compounds were determined from spectral and physical information, and with reference to literature data.
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42

Saidi, Mohammad R., and Kamal Bigdeli. "Microwave Promoted and Improved Thermal Synthesis of Pyranocoumarins and Furocoumarins." Journal of Chemical Research, no. 12 (1998): 800–801. http://dx.doi.org/10.1039/a805913f.

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43

Rashid, Mohammad A., James A. Armstrong, Alexander I. Gray, and Peter G. Waterman. "Pyranocoumarins as chemotaxonomic markers in Eriostemon coccineus and Philotheca citrina." Phytochemistry 30, no. 12 (1991): 4033–35. http://dx.doi.org/10.1016/0031-9422(91)83459-x.

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44

Kiremire, B. T., D. Chiarello, P. Traldi, U. Vettori, A. Guiotto, and P. Rodighiero. "Characterization of isomeric pyranocoumarins by collision-induced tandem mass spectrometry." Rapid Communications in Mass Spectrometry 4, no. 4 (1990): 117–22. http://dx.doi.org/10.1002/rcm.1290040406.

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45

G.Nagaraju1, *. Dr.Vijaya Kuchana. "A REVIEW ON BIOLOGICAL ACTIVITY AND SYNTHETIS OF COUMARINS." Indo American Journal of Pharmaceutical Sciences 04, no. 10 (2017): 3510–27. https://doi.org/10.5281/zenodo.1004361.

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Coumarin (1,2-Benzopyrone or 2H-1-benzopyran-2-one, or phenylpropanoids, 1) and its derivatives (coumarins) are widely distributed throughout nature and many exhibit useful and diverse biological activities1,2. Coumarins occur as secondary metabolites in the seeds, roots and leaves of many plant species, notably in high concentration in the tonka bean and thus the name comes from a French word, coumarou, for the tonka bean. Their function is far from clear, although suggestions include plant growth regulations, fungistasis, bacteriostasis and, even, waste products3 . Some naturally occurring c
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46

Vittal, J. J., S. G. Cao, S. H. Goh, G. K. Tan, and K. Y. Sim. "Three Novel Isomeric Pyranocoumarins fromCalophyllum teysmannii: Calanone, Isocalanone and Teysmanone A." Acta Crystallographica Section C Crystal Structure Communications 54, no. 10 (1998): 1536–40. http://dx.doi.org/10.1107/s0108270198005691.

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47

Kumar, Atul, Ram Awatar Maurya, Siddharth Sharma, et al. "Pyranocoumarins: A new class of anti-hyperglycemic and anti-dyslipidemic agents." Bioorganic & Medicinal Chemistry Letters 19, no. 22 (2009): 6447–51. http://dx.doi.org/10.1016/j.bmcl.2009.09.031.

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48

Siddiqui, Zeba N. "ChemInform Abstract: Sulfamic Acid Catalyzed Synthesis of Pyranocoumarins in Aqueous Media." ChemInform 45, no. 21 (2014): no. http://dx.doi.org/10.1002/chin.201421184.

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49

Chattopadhyay, Shital K., Poulomi Mondal, and Debalina Ghosh. "ChemInform Abstract: A New Route to Pyranocoumarins and Their Benzannulated Derivatives." ChemInform 46, no. 20 (2015): no. http://dx.doi.org/10.1002/chin.201520168.

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Buendía-Trujillo, Abigail I., J. Martín Torrres-Valencia, Pedro Joseph-Nathan, and Eleuterio Burgueño-Tapia. "Absolute Configuration Assignment of 3′,4′-di-O-acylkhellactones Using Vibrational Circular Dichroism Exciton Chirality." Natural Product Communications 10, no. 6 (2015): 1934578X1501000. http://dx.doi.org/10.1177/1934578x1501000658.

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Abstract:
The 3′R,4 ‘R absolute configuration (AC) of the angular-type pyranocoumarins (-)-3′,4′-di- O-acetylkhellactone (2), (-)-4′- O-acetyl-3′- O-angeloylkhellactone (3), (+)-3′- O-acetyl-4- O-isobutyroylkhellactone (4), and (-)-3′- O-angeloyl-4′- O-senecioylkhellactone (5), isolated from the aerial parts of Prionosciadum thapsoides, was assigned by vibrational circular dichroism exciton chirality (VCDEC), and confirmed by comparison of their VCD frequencies with those calculated using DFT at the B3LYP/DGDZVP level. This again reveals that AC assignments based on optical rotation data are not very co
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