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Journal articles on the topic 'Guaianes'

Author: Grafiati

Published: 4 June 2021

Last updated: 4 February 2022

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1

Blay, Gonzalo, Begoña García, Eva Molina, and José R. Pedro. "A Bioinspired Approach to Tri-nor-guaianes. Synthesis of (−)-Clavukerin A." Journal of Natural Products 69, no. 8 (2006): 1234–36. http://dx.doi.org/10.1021/np060184g.

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2

Zhang, Ya-Long, Qi-Qi Xu, Xu-Wei Zhou, et al. "Rare dimeric guaianes from Xylopia vielana and their multidrug resistance reversal activity." Phytochemistry 158 (February 2019): 26–34. http://dx.doi.org/10.1016/j.phytochem.2018.11.004.

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3

Föhlisch, Baldur, Robert Flogaus, Gerhard H. Henle, Stefan Sendelbach, and Sonja Henkel. "Synthetic Approaches to Hydroazulenes and Guaianes through [4 + 3] Cycloadditions of Oxyallyl Intermediates." European Journal of Organic Chemistry 2006, no. 9 (2006): 2160–73. http://dx.doi.org/10.1002/ejoc.200500777.

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4

Xu, Qi-Qi, Chao Zhang, Ya-Long Zhang, Jian-Li Lei, Ling-Yi Kong, and Jian-Guang Luo. "Dimeric guaianes from leaves of Xylopia vielana as snail inhibitors identified by high content screening." Bioorganic Chemistry 108 (March 2021): 104646. http://dx.doi.org/10.1016/j.bioorg.2021.104646.

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5

Prezia, Benedito Antonio Genofre. "The Guaianá of São Paulo: a contribution to the debate." Revista do Museu de Arqueologia e Etnologia, no. 8 (December 2, 1998): 155. http://dx.doi.org/10.11606/issn.2448-1750.revmae.1998.109537.

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A questão Guaianá, que envolveu historiadores e lingüistas no início do século passado, em que se discutia se a população indígena de Piratininga era ou não tupi, continua em aberto. Por isso, este trabalho, a partir dos escritos de cronistas e missionários dos séculos XVI e XVII, levanta a hipótese de que o etnônimo Guaianá/Guaianã, foi atribuído a vários grupos indígenas no Brasil e que em São Paulo identificou dois povos, ambos de língua do tronco macro-jê: os Guaianá, que viveram na serra do Mar, próximos culturalmente aos Puri e os Guaianá do Sul, trazidos para São Paulo em meados do sécu

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6

Garcia-Granados, A., A. Molina та E. Cabrera. "Biomimet1c cyclization of 4β, 5α-epoxy-6β-acetoxy--germacr-1(10)-ene to form -( 1β-h ; 5β-h)-guaianes". Tetrahedron 42, № 1 (1986): 81–87. http://dx.doi.org/10.1016/s0040-4020(01)87404-4.

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7

Stein, Erika M., Sara G. Tajú, Patrícia A. Miyasato, et al. "The Prospective Use of Brazilian Marine Macroalgae in Schistosomiasis Control." Marine Drugs 19, no. 5 (2021): 234. http://dx.doi.org/10.3390/md19050234.

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Schistosomiasis is a parasitic disease that affects more than 250 million people. The treatment is limited to praziquantel and the control of the intermediate host with the highly toxic molluscicidal niclosamide. Marine algae are a poorly explored and promising alternative that can provide lead compounds, and the use of multivariate analysis could contribute to quicker discovery. As part of our search for new natural compounds with which to control schistosomiasis, we screened 45 crude extracts obtained from 37 Brazilian seaweed species for their molluscicidal activity against Biomphalaria gla

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8

Harapanhalli, Ravi S. "Synthetic transformation of santonin into (5α,7α,11β)-3,6-dioxogermacr-1-en-13,7-olide, a new intermediate for germacranes and guaianes". Liebigs Annalen der Chemie 1988, № 10 (1988): 1009–11. http://dx.doi.org/10.1002/jlac.198819881016.

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9

Gürbüz, Perihan, and Şengül D. Doğan. "Further Guaianolides from Chrysophthalmum montanum." Natural Product Communications 12, no. 10 (2017): 1934578X1701201. http://dx.doi.org/10.1177/1934578x1701201004.

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Five new guaiane type sesquiterpene lactones; 6β-hydroxy-guai-9(10)-en-12,8β-olide-4β- O- 1 -glucopyranoside (1), 6 β-acetoxy-guai-9(10)-en-12,8 1 -olide-4 β- O-β-glucopyranoside (2), 5α,10β-dihydroxy-guai-1(2)-en-12,8β-olide (3), 4β-hydroxy-guai-(2)-en-12,8β-olide-10- O-β-glucopyranoside (4a), 1α,4α,10α-trihydroxy-guaian-12,8β-olide (5) were identified in the repeated examination of the aerial parts of the Chrysophthalmum montanum (DC) Boiss. lie structures of the isolated compounds were elucidated by extensive 1D- and 2D-NMR spectroscopic analyses in combination with HRESIMS experiments.

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10

Werner, Ingrid, Pavel Mucaji, Armin Presser, and Sabine Glasl. "Sesquiterpenes and Phenolic Compounds from Achillea clypeolata Sesquiterpenes and Phenolic Compounds from Achillea clypeolata." Zeitschrift für Naturforschung B 62, no. 2 (2007): 267–71. http://dx.doi.org/10.1515/znb-2007-0219.

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The investigation of a dichloromethane extract of flower heads of Achillea clypeolata collected in Bulgaria led to the isolation of one guaiane (4,10,11-trihydroxy-guaiane, 1), four eudesmanes (4(15)-eudesmene-1β ,11-diol, 2, clypeotriol, 3, 3-epi-clypeotriol, 4, cryptomeridiol, 5), one diterpene (sugeroside, 6) and two phenolic compounds (centaureidin, 7 and scopoletin, 8). Their structures were elucidated by UV/vis, EI- and CI-MS as well as by one- and two-dimensional NMR experiments. 4,10,11-Trihydroxy-guaiane (1) and 3-epi-clypeotriol (4) are reported here for the first time.

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11

Kuroyanagi, Masanori, Osamu Shirota, Setsuko Sekita, and Takahisa Nakane. "Transannular Cyclization of (4S,5S)-Germacrone-4,5-epoxide into Guaiane and Secoguaiane-type Sesquiterpenes." Natural Product Communications 7, no. 4 (2012): 1934578X1200700. http://dx.doi.org/10.1177/1934578x1200700406.

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Germacrone (1) and ( 4S,5S)-germacrone-4,5-epoxide (2) were isolated, along with guaiane and secoguaiane-type sesquiterpenes, from Curcuma aromatica plants. Compound 2 was derived from 1 and cyclized through transannular (T-A) reactions into various guaiane and secoguaiane-type sesquiterpenes in C. aromatica. The cyclization reaction of 2 was initiated by protonation at an epoxide oxygen atom, followed by cleavage of the epoxide ring and the formation of a C-C bond between C-1 and C-5 to give guaiane-type derivatives. Acidic and thermal treatments of 2 produced twelve sesquiterpenes having gua

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12

Huang, Sheng, Qing Ma, Qi Wang, et al. "Daphnauranins C–E, Three New Antifeedants from Daphne aurantiaca Roots." Molecules 23, no. 10 (2018): 2429. http://dx.doi.org/10.3390/molecules23102429.

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Daphnauranins C–E (compounds 1–3), two sesquiterpenoids and one monoterpenoid were isolated from the roots of Daphne aurantiaca Diels. Daphnauranin C is a 9-O-13 etherified and hydroperoxy-substituted guaiane sesquiterpenoid, daphnauranin D is a guaiane sesquiterpenoid ketal, and daphnauranin E is a monoterpenoid lactone. Their structures were elucidated by comprehensive analyses of MS, 1D NMR, and 2D NMR spectroscopic data. In an anti-feeding activities test, daphnauranins C–E showed activity against male fruit fly with anti-feeding indexes (AI) up to 39.1, 39.2, and 27.8% respectively, at 1

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13

Anagnostaki, Elissavet E., Vera P. Demertzidou, and Alexandros L. Zografos. "Divergent pathways to furosesquiterpenes: first total syntheses of (+)-zedoarol and (Rac)-gweicurculactone." Chemical Communications 51, no. 12 (2015): 2364–67. http://dx.doi.org/10.1039/c4cc09298h.

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14

Ishihara, Masakazu, Tomoyuki Tsuneya, and Kenji Uneyama. "Guaiane sesquiterpenes from agarwood." Phytochemistry 30, no. 10 (1991): 3343–47. http://dx.doi.org/10.1016/0031-9422(91)83206-z.

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15

Xie, Yang-Guo, Yi-Gong Guo, Guo-Jing Wu, et al. "Xylopsides A–D, four rare guaiane dimers with two unique bridged pentacyclic skeletons from Xylopia vielana." Organic & Biomolecular Chemistry 16, no. 37 (2018): 8408–12. http://dx.doi.org/10.1039/c8ob01689e.

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16

Lyakhova, Ekaterina G., Chau Ngoc Diep, Dmitrii V. Berdyshev, et al. "Guaiane Sesquiterpenoids from the Gorgonian Menella woodin." Natural Product Communications 11, no. 7 (2016): 1934578X1601100. http://dx.doi.org/10.1177/1934578x1601100712.

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Two new guaiane derivatives (1 and 2) along with six known sesquiterpenoids (3-8) were isolated from the gorgonian Menella woodin. Their structures were elucidated by ID and 2D NMR and HRESIMS data as well as by comparison of their spectra with those in the literature. Relative configurations of asymmetric centers in 1 and 2 were suggested on the basis of NOESY and ID NOE correlations, absolute stereochemistry of these compounds was proposed in result of comparison of calculated (for both enatiomers) and experimental ECD. Some suggestions were made regarding a biosynthesis of guaiane sesquiter

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17

Xie, Yang-Guo, Rong Yan, Xianglong Zhong, et al. "Xylopins A–F, six rare guaiane dimers with three different connecting modes from Xylopia vielana." RSC Advances 9, no. 16 (2019): 9235–42. http://dx.doi.org/10.1039/c9ra00347a.

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18

Kamperdick, Christine, Nguyen Minh Phuong, Günter Adam, and Tran Van Sung. "Guaiane dimers from Xylopia vielana." Phytochemistry 64, no. 4 (2003): 811–16. http://dx.doi.org/10.1016/j.phytochem.2003.08.003.

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19

Miski, Mahmut, Doris H. de Luengo, and Tom J. Mabry. "Guaiane sesquiterpenes from Decachaeta scabrella." Phytochemistry 26, no. 1 (1986): 199–200. http://dx.doi.org/10.1016/s0031-9422(00)81511-3.

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20

De Rosa, Salvatore, and Salvatore De Stefano. "Guaiane sesquiterpene from Lactarius sanguifluus." Phytochemistry 26, no. 7 (1987): 2007–9. http://dx.doi.org/10.1016/s0031-9422(00)81747-1.

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21

Lemmich, Else, Ulla Wagner Smitt, Jette Sandholm Jensen, and Søren Brøgger Christensen. "Guaiane esters from Thapsia villosa." Phytochemistry 30, no. 9 (1991): 2987–90. http://dx.doi.org/10.1016/s0031-9422(00)98237-2.

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22

Chowdhury, Rasheduzzaman, Choudhury M. Hasan, and Mohammad A. Rashid. "Guaiane sesquiterpenes from Amoora rohituka." Phytochemistry 62, no. 8 (2003): 1213–16. http://dx.doi.org/10.1016/s0031-9422(02)00698-2.

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23

Bruno, Maurizio, Maria C. de la Torre, Benjamín Rodríguez, and Abdallah A. Omar. "Guaiane sesquiterpenes from Teucrium leucocladum." Phytochemistry 34, no. 1 (1993): 245–47. http://dx.doi.org/10.1016/s0031-9422(00)90812-4.

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24

Kamperdick, Christine, Nguyen Minh Phuong, Tran Van Sung, and Günter Adam. "Guaiane dimers from Xylopia vielana." Phytochemistry 56, no. 4 (2001): 335–40. http://dx.doi.org/10.1016/s0031-9422(00)00344-7.

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25

Labbé, Cecilia, Francesca Faini, Josep Coll, and Pere Carbonell. "Guaiane sesquiterpenoids from Haplopappus foliosus." Phytochemistry 49, no. 3 (1998): 793–95. http://dx.doi.org/10.1016/s0031-9422(97)00871-6.

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26

Wang, Xia-Chang, Shi-Ping Ma, Jing-Han Liu, and Li-Hong Hu. "Guaiane Sesquiterpenoids from Jatropha curcas." Natural Product Communications 3, no. 10 (2008): 1934578X0800301. http://dx.doi.org/10.1177/1934578x0800301012.

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Two new guaiane sesquiterpenoids named jatrophaols A and B (1, 2), along with three known analogues, were isolated from the roots of Jatropha curcas. Their structures were determined by spectroscopic methods, including 1D and 2D NMR spectroscopy, HR-EI-MS, HR-ESI-MS, and X-ray diffraction, as well as by comparison of their spectral data with those of related compounds.

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27

Xie, Zhi-Yong, Ting-Ting Lin, Mei-Cun Yao, Jin-Zhi Wan, and Sheng Yin. "Unusual Guaiane Sesquiterpenoids fromArtemisia rupestris." Helvetica Chimica Acta 96, no. 6 (2013): 1182–87. http://dx.doi.org/10.1002/hlca.201200408.

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28

Ma, Chao-mei, Norio Nakamura, Masao Hattori, Shu Zhu, and Katsuko Komatsu. "Guaiane Dimers and Germacranolide fromArtemisiacaruifolia." Journal of Natural Products 63, no. 12 (2000): 1626–29. http://dx.doi.org/10.1021/np000005+.

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29

Singh, Pahup, and Archana Suri. "Guaiane ester from Moscharia pinnatifida." Phytochemistry 29, no. 12 (1990): 3944–45. http://dx.doi.org/10.1016/0031-9422(90)85369-q.

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30

Özen, Hasan Çetin, Federica Pollastro, and Giovanni Appendino. "A Guaiane Diol from Actinolema Eryngioides." Natural Product Communications 3, no. 6 (2008): 1934578X0800300. http://dx.doi.org/10.1177/1934578x0800300603.

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The seeds from the Umbelliferous Anatolian plant Actinolema eryngioides Fenzl afforded, as a major constituent, the guaiane diol 1, the unusual hydroxylation pattern of which (C-4 and C-7) was established by spectroscopic means.

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31

Zhang, Beibei, Mengnan Zeng, Meng Li, et al. "Guaiane-Type Sesquiterpenoids From Dendranthema morifolium (Ramat.) S. Kitam Flowers Protect H9c2 Cardiomyocyte From LPS-Induced Injury." Natural Product Communications 14, no. 7 (2019): 1934578X1986417. http://dx.doi.org/10.1177/1934578x19864179.

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This study investigated the protective effects of guaiane-type sesquiterpenoids isolated from Dendranthema morifolium (Ramat.) S. Kitam ﬂowers on lipopolysaccharide (LPS)-induced injury in H9c2 cardiomyocyte. Cell viability was determined by thiazolyl blue tetrazolium bromide (MTT). The content of released tumor necrosis factor alpha (TNF- α) and interleukin 6 (IL-6) was evaluated by enzyme-linked immunosorbent assay. The levels of lactate dehydrogenase (LDH) and creatine phosphate kinase (CK) were measured by using commercial available kits. The protein expression levels of pelF2 α, GRP78, Ba

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32

Stanevaa, Jordanka, Antoaneta Trendafilova-Savkova, Milka N. Todorova, Ljuba Evstatieva, and Antonina Vitkova. "Terpenoids from Anthemis austriaca Jacq." Zeitschrift für Naturforschung C 59, no. 3-4 (2004): 161–65. http://dx.doi.org/10.1515/znc-2004-3-403.

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The aerial parts of Anthemis austriaca Jacq. afforded five new sesquiterpene lactones (two of which are dimeric guaianolides) and three new guaiane type sesquiterpene acids. In addition, seven known terpenoids were also found in the studied species. Their structures were elucidated by spectral methods.

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33

Gedara, Sahar R., Osama B. Abdel-Halim, Saleh H. El-Sharkawy, Osama M. Salama, Thomas W. Shier, and Ahmed F. Halim. "New Erythroxane-Type Diterpenoids from Fagonia boveana (Hadidi) Hadidi & Graf." Zeitschrift für Naturforschung C 58, no. 1-2 (2003): 23–32. http://dx.doi.org/10.1515/znc-2003-1-204.

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The aerial parts of Fagonia boveana afforded two new erythroxane-type diterpenes, 3β, 15, 16-trihydroxy-erythrox-4(18)-ene (2) and 15, 16-dihydroxy-cis-ent-erythrox-3-ene (fagonene) (3) together with two known ones; 16-O-acetylfagonone (1) and 7β-hydroxy fagonene (8). Also a new guaiane sesquiterpene alcohol, 6,10-epoxy-4α-hydroxy guaiane type sesquiterpene (4) has been isolated In addition three 8-methoxy flavonols, 8-methoxy-quercetin-3, 7, 3′-trimethyl ether (ternatin) (5), gossypetin, 3, 8, 3′, 4′ tetramethyl ether (6) and herbacetin- 3, 8-dimethyl ether (7) were also isolated. The structu

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34

Peng, Guo-Ping, Gang Tian, Xian-Feng Huang, and Feng-Chang Lou. "Guaiane-type sesquiterpenoids from Alisma orientalis." Phytochemistry 63, no. 8 (2003): 877–81. http://dx.doi.org/10.1016/s0031-9422(03)00222-x.

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35

Priestap, Horacio A., Khalil A. Abboud, Alvaro E. Velandia, Luis A. Lopez, and Manuel A. Barbieri. "Dehydroleucodin: a guaiane-type sesquiterpene lactone." Acta Crystallographica Section E Structure Reports Online 67, no. 12 (2011): o3470. http://dx.doi.org/10.1107/s1600536811048938.

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36

Ali, Muhammad S, Syed A Ibrahim, Shakeel Ahmed, and Emil Lobkovsky. "Guaiane Sesquiterpene Lactones fromSalvia nubicola (Lamiaceae)." Chemistry & Biodiversity 4, no. 1 (2007): 98–104. http://dx.doi.org/10.1002/cbdv.200790011.

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37

Cha, Mi-Ran, Yeon Choi, Chun Choi, et al. "New Guaiane Sesquiterpene Lactones fromIxeris dentata." Planta Medica 77, no. 04 (2010): 380–82. http://dx.doi.org/10.1055/s-0030-1250369.

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38

Olennikov, D. N. "Guaiane-Type Sesquiterpenes from Rhaponticum uniflorum." Chemistry of Natural Compounds 55, no. 1 (2019): 157–59. http://dx.doi.org/10.1007/s10600-019-02642-6.

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39

Zhang, Xiaofeng, Huan Wang, Jianwei Sheng, and Xiaodong Luo. "A new guaiane diterpenoid fromEuphorbia wallichii." Natural Product Research 20, no. 1 (2006): 89–92. http://dx.doi.org/10.1080/14786410500045382.

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40

Takano, Ichiro, Ichiro Yasuda, Koichi Takeya, and Hideji Itokawa. "Guaiane sesquiterpene lactones from Curcuma aeruginosa." Phytochemistry 40, no. 4 (1995): 1197–200. http://dx.doi.org/10.1016/0031-9422(95)00425-7.

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41

Wang, Minshou, and Hongbin Zhang. "Synthesis of Framework Structure of Guaiane." Chinese Journal of Organic Chemistry 41, no. 4 (2021): 1739. http://dx.doi.org/10.6023/cjoc202009010.

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42

Zahel, Martin, and Peter Metz. "A concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol." Beilstein Journal of Organic Chemistry 9 (October 8, 2013): 2028–32. http://dx.doi.org/10.3762/bjoc.9.239.

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(−)-Oxyphyllol was prepared in only 4 steps from an epoxy enone that already served as an intermediate for the total synthesis of the anticancer guaiane (−)-englerin A. A regio- and diastereoselective Co(II)-catalyzed hydration of the olefin and a transannular epoxide opening were used as the key reactions.

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43

Blay, Gonzalo, Victoria Bargues, Luz Cardona, Begoña Garcı́a та José R. Pedro. "Ultrasound assisted reductive cleavage of eudesmane and guaiane γ-enonelactones. Synthesis of 1α,7α,10αH-guaian-4,11-dien-3-one and hydrocolorenone from santonin". Tetrahedron 57, № 48 (2001): 9719–25. http://dx.doi.org/10.1016/s0040-4020(01)00986-3.

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44

Xie, Yang-Guo, Weiyue Zhang, Sheng-lan Zhu, et al. "Xyloplains A–F, six new guaiane-type sesquiterpenoid dimers from Xylopia vielana." RSC Advances 8, no. 45 (2018): 25719–24. http://dx.doi.org/10.1039/c8ra04356f.

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Six new guaiane dimers, xyloplains A–F (1–6), with connecting patterns via two direct C–C bonds (C-1 to C-3’, C-2 to C-1’), were isolated from the roots of Xylopia vielana. Their structures were determined by the NMR data, X-ray diffraction and circular dichroism experiments.

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45

Shen, Tong, Cheng Wu Weng, Wei Dong Xie, and Kyung Ho Row. "A new guaiane sesquiterpene from Paraixeris pinnatipartita." Journal of Chemical Research 2009, no. 10 (2009): 623–24. http://dx.doi.org/10.3184/030823409x12526892025865.

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A new guaiane sesquiterpene, 3α,9α-dihydroxy-11βH-guai-4(15),10(1)-dien-12,6β-lactone, along with five known compounds were isolated from the whole plants of Paraixeris pinnatipartita. Their structures were identified on the basis of spectroscopic methods, including IR, EI-MS, HR-ESI-MS, 1D NMR and 2D NMR.

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46

Malarz, Janusz, Anna Stojakowska, and Wanda Kisiel. "Sesquiterpene Lactones in a Hairy Root Culture of Cichorium intybus." Zeitschrift für Naturforschung C 57, no. 11-12 (2002): 994–97. http://dx.doi.org/10.1515/znc-2002-11-1207.

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A transformed root culture of Cichorium intybus L. (Asteraceae) was found to produce sesquiterpene lactones of guaiane and germacrane type. Lactucopicrin, 8-desoxylactucin and three sesquiterpene lactone glycosides: crepidiaside B, sonchuside A and ixerisoside D were isolated from the roots. The yield of 8-desoxylactucin reached 0.03 g l-1 at the early stationary phase of the culture.

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47

Silva, Sheila Alice Gomes da. "Negras narrativas de Guaianases: Memórias não expropriadas." Sankofa (São Paulo) 9, no. 18 (2017): 86. http://dx.doi.org/10.11606/issn.1983-6023.sank.2016.125453.

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Resultado das discussões engendradas para a composição da dissertação de mestrado intitulada: “Negros em Guaianases: Cultura e Memória”, o texto do presente artigo ancora-se no conceito de micro-Áfricas e na metodologia da história oral, especificamente na história de vida, para confrontar a ideologia eurocêntrica hegemônica que fundamenta as histórias popularizadas sobre Guaianases e perceber a presença e as manifestações de resistência dos grupos negros moradores do bairro. Evidenciando uma das entrevistas realizadas para a pesquisa foi possível aperceber-se, a partir da narrativa de dona Pe

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48

Kouno, Isao, and Nobusuke Kawano. "Structure of a guaiane from Curcuma Zedoaria." Phytochemistry 24, no. 8 (1985): 1845–47. http://dx.doi.org/10.1016/s0031-9422(00)82567-4.

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49

Zdero, C., F. Bohlmann, and H. M. Niemeyer. "Isocedrene and Guaiane Derivatives from Pleocarphus revolutus." Journal of Natural Products 51, no. 3 (1988): 509–12. http://dx.doi.org/10.1021/np50057a009.

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Wu, Shi-Biao, Yun Zhao, Hui Fan, et al. "New Guaiane Sesquiterpenes and Furanocoumarins fromNotopterygium incisum." Planta Medica 74, no. 15 (2008): 1812–17. http://dx.doi.org/10.1055/s-0028-1088326.

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