Literature DB >> 16643063

Isolation of gelsedine-type indole alkaloids from Gelsemium elegans and evaluation of the cytotoxic activity of gelsemium alkaloids for A431 epidermoid carcinoma cells.

Mariko Kitajima1, Tomonori Nakamura, Noriyuki Kogure, Mio Ogawa, Yuka Mitsuno, Kageyoshi Ono, Shingo Yano, Norio Aimi, Hiromitsu Takayama.   

Abstract

Four new gelsedine-type indole alkaloids (1-4) were isolated from the leaves of Gelsemium elegans, together with 11 known alkaloids. The structures were determined as 14-acetoxygelsenicine (1), 14-acetoxy-15-hydroxygelsenicine (2), 14-hydroxy-19-oxogelsenicine (3), and 14-acetoxygelselegine (4), respectively, by spectroscopic analysis. The cytotoxic effects of 14 Gelsemium alkaloids including two new compounds (1, 2) were evaluated using the A431 human epidermoid carcinoma cell line. Of these, the gelsedine-type alkaloids 14-acetoxy15-hydroxygelsenicine (2) [corrected] 14,15-dihydroxygelsenicine (5), gelsedine (7), and gelsemicine (8) showed potent cytotoxic effects.

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Year:  2006        PMID： 16643063     DOI： 10.1021/np060016o

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  10 in total

1.  Total Synthesis of Gelsenicine via a Catalyzed Cycloisomerization Strategy.

Authors:  Eric T Newcomb; Phil C Knutson; Blaine A Pedersen; Eric M Ferreira
Journal:  J Am Chem Soc       Date:  2015-12-30       Impact factor: 15.419

2.  Toxicokinetics, in vivo metabolic profiling, and in vitro metabolism of gelsenicine in rats.

Authors:  Zheng Xiang; Jieying Qiu; Xiaoying He; Xinwei Yu
Journal:  Arch Toxicol       Date:  2022-01-23       Impact factor: 5.153

3.  The genus Gelsemium: An update.

Authors:  V Dutt; S Thakur; V J Dhar; A Sharma
Journal:  Pharmacogn Rev       Date:  2010-07

4.  Crystal structure of 1-ethyl-5-iodo-indolin-2-one.

Authors:  Man Zhang; Yu-Xiang Shen; Qi Fang; Lei Wang; Da-Zhi Li
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-05-28

5.  Two new koumine-type indole alkaloids from Gelsemium elegans Benth.

Authors:  Mingxue Sun; Xiaoli Hou; Huanhuan Gao; Junsheng Guo; Kai Xiao
Journal:  Molecules       Date:  2013-01-31       Impact factor: 4.411

Review 6.  Spirocyclic Motifs in Natural Products.

Authors:  Evgeny Chupakhin; Olga Babich; Alexander Prosekov; Lyudmila Asyakina; Mikhail Krasavin
Journal:  Molecules       Date:  2019-11-17       Impact factor: 4.411

Review 7.  Gelsemium elegans Benth: Chemical Components, Pharmacological Effects, and Toxicity Mechanisms.

Authors:  Hailing Lin; Hongqiang Qiu; Yu Cheng; Maobai Liu; Maohua Chen; Youxiong Que; Wancai Que
Journal:  Molecules       Date:  2021-11-25       Impact factor: 4.411

8.  Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel-Crafts reaction.

Authors:  Hui-Xuan Chen; Yaqi Zhang; Yuyang Zhang; Xuefeng He; Zhen-Wei Zhang; Hao Liang; Wenhuan He; Xiaoding Jiang; Xiangmeng Chen; Liqin Qiu
Journal:  RSC Adv       Date:  2018-11-01       Impact factor: 4.036

9.  Base mediated spirocyclization of quinazoline: one-step synthesis of spiro-isoindolinone dihydroquinazolinones.

Authors:  Rapolu Venkateshwarlu; V Narayana Murthy; Krishnaji Tadiparthi; Satish P Nikumbh; Rajesh Jinkala; Vidavalur Siddaiah; M V Madhu Babu; Hindupur Rama Mohan; Akula Raghunadh
Journal:  RSC Adv       Date:  2020-03-04       Impact factor: 4.036

10.  In Situ Visual Distribution of Gelsemine, Koumine, and Gelsenicine by MSI in Gelsemiumelegans at Different Growth Stages.

Authors:  Zi-Han Wu; Yi Su; Zhou-Fei Luo; Zhi-Liang Sun; Zhi-Hong Gong; Lang-Tao Xiao
Journal:  Molecules       Date:  2022-03-10       Impact factor: 4.411
  10 in total

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