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- Title
Three New 29 Carbon Skeletons Pentacyclic Triterpenoids and S-equol from Biogas Slurry.
- Authors
Jian-Feng Xu; Hui-Bin Wu; Ding-Cai Liu; Long Sha; Wen-Hui Wu; Hua Fan; Yi-Shan Song; Hong-Guang Zhu
- Abstract
Bioactive natural products were firstly obtained from biogas slurry. Three new 29 carbon skeletons of the pentacyclic triterpenoid compounds 24-norolean-12-ene-3,22-dione (1), 3β-hydroxy-24-norolean-12-ene-22-one (2), 3α-hydroxy-24-norolean-12-ene-22-one (3), as well as one known compound S-equol (4) were isolated and purified from the MeOH extract of chicken manure biogas slurry. The molecular structures of the four compounds were elucidated based on the extensive spectroscopic data analysis, and the structure of Compound 1 was further confirmed by single-crystal X-ray diffraction. The structures of Compounds 1, 2, and 3 are similar with oleanolicum and hederagenin that has excellent anti-tumor activities. The cytotoxicity against five cancer cell lines (Hela, A549, MCF7, PC3, and B16) of Compounds 1-4 was tested. Similar to Compound 4 (Sequol), Compounds 1-3 (pentacyclic triterpenoids) showed cytotoxicity activity against different tumor cell lines. Compounds 1-3 showed slightly lower cytotoxicity activities than Compound 4. The IC50 of Compound 4 was determined to be 9.7-27.6 μM, while the IC50 values of 1-3 were 17.6-65.3 μM. There are no significant differences in the cytotoxicity capacities between Compounds 1, 2, and 3.
- Subjects
TRITERPENOIDS; MOLECULAR structure; CARBON; BIOACTIVE compounds; SLURRY; BIOGAS
- Publication
Bulletin of the Korean Chemical Society, 2015, Vol 36, Issue 12, p2862
- ISSN
0253-2964
- Publication type
Article
- DOI
10.1002/bkcs.10583