Premium
Cuceolatins A–D: New Bioactive Diterpenoids from the Leaves of Cunninghamia lanceolata
Author(s) -
Yu JinHai,
Yu ZhiPu,
Wu DongXiang,
Yan Xue,
Wang YinYin,
Zhang Hua
Publication year - 2019
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201900317
Subject(s) - abietane , labdane , cunninghamia , chemistry , hela , terpenoid , diterpene , staphylococcus aureus , stereochemistry , antibacterial activity , circular dichroism , cytotoxicity , bacillus subtilis , biochemistry , botany , cell , biology , in vitro , bacteria , genetics
Four new diterpenoids named cuceolatins A–D, including three labdane‐type ( 1 – 3 ) and one abietane‐type ( 4 ) as well as three known labdane analogs ( 5 – 7 ), were reported from the leaves of Cunninghamia lanceolata . Structural assignments for these compounds were conducted by analyses of spectroscopic data, and their absolute configurations were determined by time‐dependent density functional theory (TD‐DFT) based electronic circular dichroism (ECD) calculations. Among them, the abietane‐type diterpenoid (11‐hydroxy‐12‐methoxyabieta‐8,11,13‐trien‐3‐one ( 4 )) showed significant cytotoxicity against human MDA‐MB‐231, MCF‐7, and HeLa tumor cell lines with IC 50 measurements of 4.3, 2.8 and 4.5 μ m , respectively, while the labdane‐type diterpenoids with a 4 α ‐carboxy group ( 1 – 3 and 5 ) exhibited moderate antibacterial activity towards Bacillus subtilis and Staphylococcus aureus with IC 50 values all below 25 μ m .