A New Type of Monoterpenoid Indole Alkaloid Precursor from Alstonia rostrata

作者: Xiang-Hai Cai , Mei-Fen Bao , Yu Zhang , Chun-Xia Zeng , Ya-Ping Liu

DOI: 10.1021/OL200996A

关键词: Alstonia rostrataChemistryPhytochemicalStrictosidineMonoterpenoid Indole AlkaloidsTryptophanSecologaninStereochemistryIndole alkaloid

摘要: Currently, all monoterpenoid indole alkaloids (MIAs) have been derived from strictosidine, which originates the condensation of tryptophan with secologanin in a 1:1 ratio. However, our phytochemical research on Alstonia rostrata revealed potential new precursor for these compounds. We isolated alstrostines A and B, it was determined that they were 1:2 ratio, supported presence type MIA precursor.

参考文章(24)
Fumiko ABE, Rong-Fu CHEN, Tatsuo YAMAUCHI, Nobuhiro MARUBAYASHI, Ikuhiko UEDA, Alschomine and Isoalschomine, New Alkaloids from the Leaves of Alstonia scholaris Chemical & Pharmaceutical Bulletin. ,vol. 37, pp. 887- 890 ,(1989) , 10.1248/CPB.37.887
Tao Feng, Xiang-Hai Cai, Pei-Ji Zhao, Zhi-Zhi Du, Wei-Qi Li, Xiao-Dong Luo, Monoterpenoid Indole Alkaloids from the Bark of Alstonia scholaris Planta Medica. ,vol. 75, pp. 1537- 1541 ,(2009) , 10.1055/S-0029-1185900
Ying-Tong Di, Hong-Ping He, Hai-Yang Liu, Ping Yi, Zhen Zhang, Yan-Li Ren, Jun-Song Wang, Qian-Yun Sun, Fu-Mei Yang, Xin Fang, Shun-Lin Li, Hua-Jie Zhu, Xiao-Jiang Hao, Trijugin-type limonoids from the leaves of Cipadessa cinerascens. Journal of Natural Products. ,vol. 70, pp. 1352- 1355 ,(2007) , 10.1021/NP0700624
Jacqueline Eskander, Catherine Lavaud, Soad M Abdel-khalik, Hesham SM Soliman, Ibrahim I Mahmoud, Christophe Long, None, Saponins from the leaves of Mimusops laurifolia. Journal of Natural Products. ,vol. 68, pp. 832- 841 ,(2005) , 10.1021/NP049582E
Tao Feng, Yan Li, Ya-Ping Liu, Xiang-Hai Cai, Yuan-Yuan Wang, Xiao-Dong Luo, Melotenine A, a Cytotoxic Monoterpenoid Indole Alkaloid fromMelodinus tenuicaudatus Organic Letters. ,vol. 12, pp. 968- 971 ,(2010) , 10.1021/OL1000022
Shu-Wei Yang, Geoffrey A. Cordell, Metabolism studies of indole derivatives using a staurosporine producer, Streptomyces staurosporeus. Journal of Natural Products. ,vol. 60, pp. 44- 48 ,(1997) , 10.1021/NP960566U
Yu Zhang, Ying-Tong Di, Qiang Zhang, Shu-Zhen Mu, Cheng-Jian Tan, Xin Fang, Hong-Ping He, Shun-Lin Li, Xiao-Jiang Hao, Daphhimalenine A, a new alkaloid with an unprecedented skeleton, from Daphniphyllum himalense. Organic Letters. ,vol. 11, pp. 5414- 5417 ,(2009) , 10.1021/OL902262G
Tao Feng, Xiang-Hai Cai, Yan Li, Yuan-Yuan Wang, Ya-Ping Liu, Ming-Jin Xie, Xiao-Dong Luo, Melohenines A and B, two unprecedented alkaloids from Melodinus henryi. Organic Letters. ,vol. 11, pp. 4834- 4837 ,(2009) , 10.1021/OL9018826
Xiang-Hai Cai, Chun-Xia Zeng, Tao Feng, Yan Li, Xiao-Dong Luo, Monoterpenoid Indole Alkaloids from Alstonia mairei Helvetica Chimica Acta. ,vol. 93, pp. 2037- 2044 ,(2010) , 10.1002/HLCA.201000040
Tao Feng, Xiang-Hai Cai, Ya-Ping Liu, Yan Li, Yuan-Yuan Wang, Xiao-Dong Luo, Melodinines A-G, Monoterpenoid Indole Alkaloids from Melodinus henryi Journal of Natural Products. ,vol. 73, pp. 22- 26 ,(2010) , 10.1021/NP900595V