Trimeric and dimeric Aspidosperma-type alkaloids from leaves of Tabernaemontana divaricata 'Dwaft'
Chen,Jing; Yu,Yang; Wu,Jing; Bao,Mei-Fen; Kongkiatpaiboon,Sumet; Schinnerl,Johann; Cai,Xiang-Hai
AbstractContinued interest in bioactive monoterpenoid indole alkaloids and the purpose to explore the artificial cultivation influence on the chemical composition in the same plant species, 8 undescribed Aspidosperma-type alkaloids including two unprecedented trimers, taberdivarines A-B (1-2), and six new dimers, taberdivarines C-H (3-8), together with 9 known bisindoles were isolated from the leaves of Tabernaemontana divaricata 'Dwaft'. Notably, taberdivarines A and B were the first cases of Aspidosperma-Aspidosperma-Aspidosperma-type alkaloids with furan ring linkage patterns of the natural products. Their structures were elucidated by comprehensive spectroscopic analyse. Compounds 1-8 were screened for the cytotoxicity against three human cancer cell lines, SMMC-7721, HT-29 and A549. Among them, Compound 6 exhibited significant activity against three cell lines with IC50 values of 0.30, 0.75 and 3.41 mu M, respectively (IC50 = 3.02, 0.14 and 2.23 mu M for the positive control, vinorelbine). Compound 1, 3, 4, 6, 7 and 8 also expressed varying degrees of activity. The structure-activity relationships (SARs) of these alkaloids were discussed.
KeywordTabernaemontana divaricata 'Dwaft' Monoterpenoid indole alkaloid Aspidosperma-type trimmers Aspidosperma-type dimers Cytotoxicity MONOTERPENOID INDOLE ALKALOIDS BISINDOLE ALKALOIDS DIVERSE SKELETONS A-I CONOPHYLLINE
WOS IDWOS:000701921100004
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Document Type期刊论文
Affiliation1.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650201, Yunnan, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Thammasat Univ, Off Adv Sci & Technol, Drug Discovery & Dev Ctr, Pathum Thani 12121, Thailand
4.Univ Vienna, Div Systemat & Evolutionary Bot, Chemodivers Res Grp, Rennweg 14, A-1030 Vienna, Austria
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Chen,Jing,Yu,Yang,Wu,Jing,et al. Trimeric and dimeric Aspidosperma-type alkaloids from leaves of Tabernaemontana divaricata 'Dwaft'[J]. BIOORGANIC CHEMISTRY,2021,116:105314.
APA Chen,Jing.,Yu,Yang.,Wu,Jing.,Bao,Mei-Fen.,Kongkiatpaiboon,Sumet.,...&Cai,Xiang-Hai.(2021).Trimeric and dimeric Aspidosperma-type alkaloids from leaves of Tabernaemontana divaricata 'Dwaft'.BIOORGANIC CHEMISTRY,116,105314.
MLA Chen,Jing,et al."Trimeric and dimeric Aspidosperma-type alkaloids from leaves of Tabernaemontana divaricata 'Dwaft'".BIOORGANIC CHEMISTRY 116(2021):105314.
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