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Structural Elucidation and Cytotoxic Activity of New Monoterpenoid Indoles from Gelsemium elegans.


ABSTRACT: Two new monoterpenoid indole alkaloids, gelselegandines F (1) and G (2), were isolated from the aerial parts of Gelsemium elegans. Their structures were elucidated by means of spectroscopic techniques and quantum chemical calculations. The ECD calculations were conducted at the B3LYP/6-311G(d,p) level and NMR calculations were carried out using the Gauge-Including Atomic Orbitals (GIAO) method. Structurally, the two new compounds possessed rare, cage-like, monoterpenoid indole skeletons. All isolated compounds and the total alkaloids extract were tested for cytotoxicity against four different tumor cell lines. The total alkaloids extract of G. elegans exhibited significant antitumor activity with IC50 values ranging from 32.63 to 82.24 ug/mL. In order to discover anticancer leads from the active extraction, both new indole compounds (1-2) were then screened for cytotoxicity. Interestingly, compound 2 showed moderate cytotoxicity against K562 leukemia cells with an IC50 value of 57.02 uM.

SUBMITTER: Song D 

PROVIDER: S-EPMC10055825 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature

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Structural Elucidation and Cytotoxic Activity of New Monoterpenoid Indoles from <i>Gelsemium elegans</i>.

Song Da D   Liang Jia-Jun JJ   Pu Shi-Biao SB   Zhang Pan-Pan PP   Peng Yun-Lin YL   Liu Xia X   Feng Ting-Ting TT   Pu Xiang X   Zhou Ying Y   Liu Xiong-Wei XW   Wei Xin X  

Molecules (Basel, Switzerland) 20230310 6


Two new monoterpenoid indole alkaloids, gelselegandines F (<b>1</b>) and G (<b>2</b>), were isolated from the aerial parts of <i>Gelsemium elegans</i>. Their structures were elucidated by means of spectroscopic techniques and quantum chemical calculations. The ECD calculations were conducted at the B3LYP/6-311G(d,p) level and NMR calculations were carried out using the Gauge-Including Atomic Orbitals (GIAO) method. Structurally, the two new compounds possessed rare, cage-like, monoterpenoid indo  ...[more]

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