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1

Aboelmagd, Mohammed, Khaled M. Elokely, Ataa Said, Eman Haggag, Mohammed Ghoneim, and Samir Ross. "New Selective Human MAO-B Inhibitors from the Stems of Erythrina corallodendron L." Records of Natural Products 15, no. 5 (2021): 368–79. http://dx.doi.org/10.25135/rnp.229.21.01.1940.

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One new, 10, 11-dioxo-6,7α-erythraline epoxide (A1) and four known erythrinan alkaloids 10, 11-dioxo-erythraline (A2), erysodine (A3), 8-oxo-erythraline (A4) and erythraline (A5) were isolated from the 70% methanolic extract of stems of E. Corallodendron (Fabaceae). The isolated compounds were elucidated by exploiting 1D/2D NMR, and HR-ESI-MS analysis. The absolute configuration of A1 was determined by electronic circular dichroism (ECD). Mono Amine Oxidase inhibitory activity of the isolated alkaloids was investigated in vitro using kynuramine deamination assay on recombinant human MAO-A and
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2

Wu, Jing, Bing-Jie Zhang, Wen-Na Xiao, Mei-Fen Bao, and Xiang-Hai Cai. "Alkaloids from the flower of Erythrina arborescens." RSC Advances 7, no. 81 (2017): 51245–51. http://dx.doi.org/10.1039/c7ra10827c.

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3

อำนายผล, สุรัตนา. "ERYTHRINA ALKALOIDS." Thai Journal of Pharmaceutical Sciences 12, no. 2 (1987): 127–45. http://dx.doi.org/10.56808/3027-7922.1418.

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4

Tanaka, Hitoshi, Hideo Etoh, Hiroshi Shimizu, Tomoko Oh-Uchi, Yukimasa Terada, and Yoichi Tateishi. "Erythrinan Alkaloids and Isoflavonoids from Erythrina poeppigiana." Planta Medica 67, no. 9 (2001): 871–73. http://dx.doi.org/10.1055/s-2001-18852.

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5

Ozawa, Masaaki, Akio Kishida, and Ayumi Ohsaki. "Erythrinan Alkaloids from Seeds of Erythrina velutina." CHEMICAL & PHARMACEUTICAL BULLETIN 59, no. 5 (2011): 564–67. http://dx.doi.org/10.1248/cpb.59.564.

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6

Tanaka, Hitoshi, Toshihiro Tanaka, Hideo Etoh, Sachiko Goto, and Yukimasa Terada. "Two New Erythrinan Alkaloids from Erythrina x bidwillii." HETEROCYCLES 51, no. 11 (1999): 2759. http://dx.doi.org/10.3987/com-99-8686.

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7

Zhang, Bing-Jie, Wen-Na Xiao, Jing Chen, et al. "Erythrina alkaloids from leaves of Erythrina arborescens." Tetrahedron 75, no. 38 (2019): 130515. http://dx.doi.org/10.1016/j.tet.2019.130515.

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8

de Ávila, Janaína M., Ionara I. Dalcol, Alessandra O. Pereira, et al. "Antimicrobial Evaluation of Erythrinan Alkaloids from Erythrina cristagalli L." Medicinal Chemistry 14, no. 8 (2018): 784–90. http://dx.doi.org/10.2174/1573406414666180524081650.

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9

Ozawa, Masaaki, Tadahiro Etoh, Masahiko Hayashi, Kanki Komiyama, Akio Kishida, and Ayumi Ohsaki. "TRAIL-enhancing activity of Erythrinan alkaloids from Erythrina velutina." Bioorganic & Medicinal Chemistry Letters 19, no. 1 (2009): 234–36. http://dx.doi.org/10.1016/j.bmcl.2008.10.111.

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10

Ozawa, Masaaki, Akio Kishida, and Ayumi Ohsaki. "ChemInform Abstract: Erythrinan Alkaloids from Seeds of Erythrina velutina." ChemInform 42, no. 44 (2011): no. http://dx.doi.org/10.1002/chin.201144189.

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11

Chawla, A. S., and A. H. Jackson. "Erythrina and related alkaloids." Natural Product Reports 3 (1986): 555. http://dx.doi.org/10.1039/np9860300555.

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12

Chawla, A. S., and A. H. Jackson. "Erythrina and related alkaloids." Natural Product Reports 6, no. 1 (1989): 55. http://dx.doi.org/10.1039/np9890600055.

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13

Chawla, A. S., and A. H. Jackson. "Erythrina and related alkaloids." Natural Product Reports 7, no. 6 (1990): 565. http://dx.doi.org/10.1039/np9900700565.

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14

Amer, Masouda E., Maurice Shamma, and Alan J. Freyer. "The Tetracyclic Erythrina Alkaloids." Journal of Natural Products 54, no. 2 (1991): 329–63. http://dx.doi.org/10.1021/np50074a001.

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15

Kristensen, Jesper L., Sebastian Clementson, Mikkel Jessing, and Paulo J. Vital. "Development of a Divergent Route to Erythrina Alkaloids." Synlett 31, no. 04 (2020): 327–33. http://dx.doi.org/10.1055/s-0039-1690792.

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Erythrina alkaloids were identified at the end of the 19th century and today, more than 100 members of the erythrinane family have been isolated. They are characterized by a unique tetracyclic, α-tertiary spiroamine scaffold. Herein we detail our efforts towards the development of a divergent enantioselective synthesis of (+)-dihydro-β-erythroidine (DHβE) – one of the most prominent members of this intriguing family of natural products.1 Introduction2 Synthetic Strategy2.1 First Generation2.2 Second Generation2.3 Third Generation2.3.1 Radical Endgame2.3.2 Completion of the Total Synthesis3 Con
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16

Maier, Ulrich H., Wolfgang Rödl, Brigitte Deus-Neumann, and Meinhart H. Zenk. "Biosynthesis of Erythrina alkaloids in Erythrina crista-galli." Phytochemistry 52, no. 3 (1999): 373–82. http://dx.doi.org/10.1016/s0031-9422(99)00230-7.

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17

Zhang, Bing-Jie, Bin Wu, Mei-Fen Bao, Ling Ni, and Xiang-Hai Cai. "New dimeric and trimeric Erythrina alkaloids from Erythrina variegata." RSC Advances 6, no. 91 (2016): 87863–68. http://dx.doi.org/10.1039/c6ra20530e.

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18

Tanaka, Hitoshi, Toshihiro Tanaka, Hideo Etoh, Sachiko Goto, and Yukimasa Terada. "ChemInform Abstract: Two New Erythrinan Alkaloids from Erythrina x bidwilli." ChemInform 31, no. 11 (2010): no. http://dx.doi.org/10.1002/chin.200011217.

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19

Dewan, S. Bhakuni. "Biosynthesis and synthesis of biologically active alkaloids of Indian medicinal plants." Journal of Indian Chemical Society Vol. 79, Mar 2002 (2002): 203–10. https://doi.org/10.5281/zenodo.5840849.

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Central Drug Research Institute, Lucknow-226 001, India <em>E-mail :</em>Root@cdrilk.Sirnetd.ernet.in&nbsp; &nbsp; &nbsp; &nbsp; &nbsp; &nbsp; &nbsp;&nbsp;&nbsp;<em>Fax : </em>91-0522-223405/223938 The structure and stereochemistry of biologically active alkaloids isolated from <em>Croton sparsiflorus, Cocculus laurifolius, C. pendulus, Corydalis meifolia </em>and <em>Stephania glabra </em>were established. Biosynthetic studies were carried out on proaporphine and dihydroproaporphgne alkaloids, crotsparine and crotsparinine, and abnormal aporphine alkaloid sparsiflorine; abnor&shy;mal <em>Eryt
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20

Todoroki, Kazuyuki, Mariko Funasaki, Tadahiro Etoh, Keiichi Matsuzaki, and Ayumi Ohsaki. "Two Erythrina alkaloids and three diarylpropanoids from Erythrina velutina." Tetrahedron 96 (September 2021): 132383. http://dx.doi.org/10.1016/j.tet.2021.132383.

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21

Zhang, Bing-Jie, Mei-Fen Bao, Chun-Xia Zeng, et al. "Dimeric Erythrina Alkaloids from the Flower of Erythrina variegata." Organic Letters 16, no. 24 (2014): 6400–6403. http://dx.doi.org/10.1021/ol503190z.

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22

Moriyama, Masaaki, Satoshi Tahara, John L. Ingham, and Junya Mizutani. "Isoflavonoid alkaloids from Piscidia erythrina." Phytochemistry 32, no. 5 (1993): 1317–25. http://dx.doi.org/10.1016/s0031-9422(00)95113-6.

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23

MOHAMMED, Bushra Sumayya, Poornesh SUTRAMAY, Samreen AHMADI, et al. "PHYTOCHEMICAL SCREENING AND ANTI-BACTERIAL ACTIVITY OF ERYTHRINA VARIEGATA LEAF, STEM AND ROOT EXTRACTS." Journal of Plant Development 30, no. 1 (2023): 77–87. http://dx.doi.org/10.47743/jpd.2023.30.1.927.

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Erythrina variegata is a potent medicinal plant belonging to the family Fabaceae. Present investigation was carried out the preliminary phytochemical screening of the Erythrina variegata to evaluate the presence of alkaloids, flavonoids, glycosides, phenols, tannins, steroids/triterpenoids, quinones, saponins by using different parts of the plant extracts such as leaf, stem and root in five different solvent systems (methanol, butanol, chloroform, ethanol, and distilled water) by cold maceration technique. According to our evaluation the high intensity of secondary metabolites like alkaloids a
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24

Tang, Yu-Ting, Jing Wu, Mei-Fen Bao, Qin-Gang Tan, and Xiang-Hai Cai. "Dimeric Erythrina alkaloids as well as their key units from Erythrina variegata." Phytochemistry 198 (June 30, 2022): 1–8. https://doi.org/10.1016/j.phytochem.2022.113160.

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Tang, Yu-Ting, Wu, Jing, Bao, Mei-Fen, Tan, Qin-Gang, Cai, Xiang-Hai (2022): Dimeric Erythrina alkaloids as well as their key units from Erythrina variegata. Phytochemistry (113160) 198: 1-8, DOI: 10.1016/j.phytochem.2022.113160, URL: http://dx.doi.org/10.1016/j.phytochem.2022.113160
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25

SANO, Takehiro, and Yoshisuke TSUDA. "Syntheses of erythrina and related alkaloids." Journal of Synthetic Organic Chemistry, Japan 46, no. 1 (1988): 49–65. http://dx.doi.org/10.5059/yukigoseikyokaishi.46.49.

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26

Zhao, Hao-En, Jing Wu, Feng-Qing Xu, Mei-Fen Bao, Chuan-Shan Jin, and Xiang-Hai Cai. "Alkaloids from flowers of Erythrina corallodendron." Natural Product Research 33, no. 9 (2018): 1298–303. http://dx.doi.org/10.1080/14786419.2018.1472596.

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27

Amaral, Patrícia de Aguiar, Altamir R. Antunes, and James W. Barlow. "Isolation of erythrinan alkaloids from the leaves and flowers of Erythrina speciosa." Revista Brasileira de Farmacognosia 29, no. 4 (2019): 488–90. http://dx.doi.org/10.1016/j.bjp.2019.01.007.

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28

ITO, Kazuo. "Studies on the Alkaloids of Erythrina Plants." YAKUGAKU ZASSHI 119, no. 5 (1999): 340–56. http://dx.doi.org/10.1248/yakushi1947.119.5_340.

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29

Miranda, Cleine Aglacy Nunes, Amaxsell Thiago Barros de Souza, Ana Katarina Menezes da Cruz Soares, et al. "Apoptosis and G2/M Phase Cell Cycle Arrest Induced by Alkaloid Erythraline Isolated from Erythrina velutina in SiHa Cervical Cancer Cell." International Journal of Molecular Sciences 26, no. 10 (2025): 4627. https://doi.org/10.3390/ijms26104627.

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Cervical cancer remains a significant global health concern, causing more than 300,000 deaths annually. Erythrina velutina, a tree native to north-eastern Brazil, contains bioactive alkaloids with potential anticancer properties. This study aimed to characterize the alkaloid-enriched fraction of Erythrina velutina leaves and investigate the effects of the alkaloid erythraline on apoptosis and cell cycle in SiHa cervical cancer cells. Using Gas Chromatography–Mass Spectrometry (GC-MS), six alkaloids, including erythraline, were identified. Cytotoxicity was assessed through proliferation assays
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30

HOSOI, Shinzo, Masakazu SATO, Motoyoshi NAGAO, and Yoshisuke TSUDA. "Synthesis of Erythrina and Related Alkaloids. Part XLVI. Stereoselective Synthesis of an Alkenoid-Type Erythrinan Alkaloid, (.+-.)-Erythratidine." CHEMICAL & PHARMACEUTICAL BULLETIN 44, no. 12 (1996): 2342–43. http://dx.doi.org/10.1248/cpb.44.2342.

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31

Shi, Guo-Ru, Wen-Qian Ding, and Shi-Shan Yu. "Three new erythrina alkaloids from the roots of Erythrina corallodendron." Journal of Asian Natural Products Research 24, no. 3 (2021): 231–37. http://dx.doi.org/10.1080/10286020.2021.2008914.

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32

Tang, Yu-Ting, Jing Wu, Mei-Fen Bao, Qin-Gang Tan, and Xiang-Hai Cai. "Dimeric Erythrina alkaloids as well as their key units from Erythrina variegata." Phytochemistry 198 (June 2022): 113160. http://dx.doi.org/10.1016/j.phytochem.2022.113160.

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33

TSUDA, Yoshisuke, Yuki SAKAI, Akira NAKAI, et al. "Synthesis of Erythrina and related alkaloids. XXIII. Intramolecular cyclization approach. (2). Synthesis and reactions of 1,7-cyclo-cis-erythrinans, potential intermediates to natural Erythrina alkaloids." CHEMICAL & PHARMACEUTICAL BULLETIN 38, no. 8 (1990): 2136–42. http://dx.doi.org/10.1248/cpb.38.2136.

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34

Soto-Hernandez, Marcos, Luis Díaz- Núñez, Rubén SanMiguel-Chávez, and Cesáreo Rodríguez-Hernández. "Erythrina alkaloids as source of valuable chemicals." Planta Medica 89, no. 14 (2023): 1323. https://doi.org/10.1055/s-0043-1773954.

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35

Chawla, Amrik S., Fawzia M. J. Redha, and Anthony H. Jackson. "Alkaloids in seeds of four Erythrina species." Phytochemistry 24, no. 8 (1985): 1821–23. http://dx.doi.org/10.1016/s0031-9422(00)82559-5.

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36

Fahmy, Nouran M., Eman Al-Sayed, Mohamed El-Shazly, and Abdel Nasser Singab. "Alkaloids of genus Erythrina: An updated review." Natural Product Research 34, no. 13 (2019): 1891–912. http://dx.doi.org/10.1080/14786419.2018.1564300.

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37

Amer, Masouda E., Sawsan El-Masry, Maurice Shamma, and Alan J. Freyer. "Three Novel Glycodienoid Alkaloids from Erythrina lysistemon." Journal of Natural Products 54, no. 1 (1991): 161–66. http://dx.doi.org/10.1021/np50073a014.

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38

TSUDA, Y., S. HOSOI, K. ISHIDA, and M. SANGAI. "ChemInform Abstract: Synthesis of Erythrina and Related Alkaloids. Part 42. Chiral Synthesis of Erythrina Alkaloids. Part 2. Synthesis of enantio-Type Erythrinan Alkaloids Utilizing Asymmetric Acylation and Kinetic Resolution of Diastereomers." ChemInform 25, no. 37 (2010): no. http://dx.doi.org/10.1002/chin.199437239.

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39

Li, Fengqiu, Dewen Bi, Xuesong Liang, Ruilong Luo, Hongdan Zhuang, and Liqin Wang. "Alkaloids from the stem barks of Erythrina stricta." Phytochemistry 170 (February 29, 2020): 1–6. https://doi.org/10.1016/j.phytochem.2019.112220.

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Li, Fengqiu, Bi, Dewen, Liang, Xuesong, Luo, Ruilong, Zhuang, Hongdan, Wang, Liqin (2020): Alkaloids from the stem barks of Erythrina stricta. Phytochemistry (112220) 170: 1-6, DOI: 10.1016/j.phytochem.2019.112220, URL: http://dx.doi.org/10.1016/j.phytochem.2019.112220
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40

Ozawa, Masaaki, Shunsuke Kawamata, Tadahiro Etoh, et al. "Structures of New Erythrinan Alkaloids and Nitric Oxide Production Inhibitors from Erythrina crista-galli." CHEMICAL & PHARMACEUTICAL BULLETIN 58, no. 8 (2010): 1119–22. http://dx.doi.org/10.1248/cpb.58.1119.

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41

Ciufolini, Marco A. "Synthetic studies on heterocyclic natural products." Canadian Journal of Chemistry 92, no. 3 (2014): 186–93. http://dx.doi.org/10.1139/cjc-2013-0543.

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This paper highlights ongoing efforts toward Erythrina alkaloids, himandrine, tetrodotoxin, and thiopeptide antibiotics such as nosiheptide and describes representative spinoffs in biomedicine that emanated from the author’s research in synthetic organic chemistry.
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42

Qing, Zhi-Xing, Jia-Lu Huang, Xue-Yi Yang, et al. "Anticancer and Reversing Multidrug Resistance Activities of Natural Isoquinoline Alkaloids and their Structure-activity Relationship." Current Medicinal Chemistry 25, no. 38 (2019): 5088–114. http://dx.doi.org/10.2174/0929867324666170920125135.

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The severe anticancer situation as well as the emergence of multidrug-resistant (MDR) cancer cells has created an urgent need for the development of novel anticancer drugs with different mechanisms of action. A large number of natural alkaloids, such as paclitaxel, vinblastine and camptothecin have already been successfully developed into chemotherapy agents. Following the success of these natural products, in this review, twenty-six types of isoquinoline alkaloids (a total of 379 alkaloids), including benzyltetrahydroisoquinoline, aporphine, oxoaporphine, isooxoaporphine, dimeric aporphine, b
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43

TODA, Jun, Yoshihiro NIIMURA, Kaoru TAKEDA, Takehiro SANO, and Yoshisuke TSUDA. "Synthesisi of Erythrina and Related Alkaloids. Part XLVII. General Method for Synthesis of Erythrinan and Homoerythrinan Alkaloids (1): Synthesis of a Cycloerythrinan, as a Key Intermediate to Erythrina Alkaloids, by Pummerer-Type Reaction." CHEMICAL & PHARMACEUTICAL BULLETIN 46, no. 6 (1998): 906–12. http://dx.doi.org/10.1248/cpb.46.906.

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44

TSUDA, Yoshisuke, Yuki SAKAI, Katsuko AKIYAMA, and Kimiaki ISOBE. "Synthesis of Erythrina and Related Alkaloids. XXVI. Hydride Reduction of Erythrinan-7,8-diones and 7-O-Methanesulfonyl-8-oxo-erythrinans." CHEMICAL & PHARMACEUTICAL BULLETIN 39, no. 8 (1991): 2120–23. http://dx.doi.org/10.1248/cpb.39.2120.

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45

HOSOI, S., M. SATO, M. NAGAO, and Y. TSUDA. "ChemInform Abstract: Synthesis of Erythrina and Related Alkaloids. Part 46. Stereoselective Synthesis of an Alkenoid-Type Erythrinan Alkaloid, (.+-.)- Erythratidine." ChemInform 28, no. 26 (2010): no. http://dx.doi.org/10.1002/chin.199726254.

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46

Callejon, Daniel, Thalita Riul, Luis Feitosa, et al. "Leishmanicidal Evaluation of Tetrahydroprotoberberine and Spirocyclic Erythrina-Alkaloids." Molecules 19, no. 5 (2014): 5692–703. http://dx.doi.org/10.3390/molecules19055692.

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47

Li, Fengqiu, Dewen Bi, Xuesong Liang, Ruilong Luo, Hongdan Zhuang, and Liqin Wang. "Alkaloids from the stem barks of Erythrina stricta." Phytochemistry 170 (February 2020): 112220. http://dx.doi.org/10.1016/j.phytochem.2019.112220.

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48

Chou, Chun Tzer, and John S. Swenton. "A convergent strategy for synthesis of Erythrina alkaloids." Journal of the American Chemical Society 109, no. 22 (1987): 6898–99. http://dx.doi.org/10.1021/ja00256a079.

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49

Garcı́a-Mateos, R., M. Soto-Hernandez, and D. Kelly. "Alkaloids from six Erythrina species endemic to Mexico." Biochemical Systematics and Ecology 26, no. 5 (1998): 545–51. http://dx.doi.org/10.1016/s0305-1978(97)00113-0.

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50

Wanjala, Cornelius C., Benard F. Juma, Gomotsang Bojase, Berhanu A. Gashe, and Runner R. Majinda. "Erythrinaline Alkaloids and Antimicrobial Flavonoids from Erythrina latissima." Planta Medica 68, no. 7 (2002): 640–42. http://dx.doi.org/10.1055/s-2002-32891.

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