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Four Hybrid Flavan-Chalcones, Caesalpinnone A Possessing a 10,11-Dioxatricyclic [5.3.3.0 1,6]Tridecane-Bridged System and Caesalpinflavans A-C from Caesalpinia enneaphylla

Lan-Jun Zhang, De-Wen Bi, Jiangmiao Hu, Wei-Hua Mu, Yuan-Ping Li, Guang-Hui Xia, Liu Yang, Xiao-Nian Li, Xue-Song Liang, Li-Qin Wang

Org Lett. 2017 Aug 18;19(16):4315-4318.

PMID: 28777586

Abstract:

Caesalpinnone A (1), an unprecedented hybrid of flavan and chalcone, possessing a 10,11-dioxatricyclic [5.3.3.01,6]tridecane-bridged system, and caesalpinflavans A-C (2-4), three new hybrid flavan-chalcones, were isolated from the twigs and leaves of Caesalpinia enneaphylla. Their structures were elucidated by a combination of spectroscopic analyses and single-crystal X-ray diffraction. Caesalpinnone A showed the highest cytotoxicity against the HL-60, SMMC-7721, A-549, MCF-7, and SW-480 human tumor cell lines with an IC50 in the range of 0.54-0.87 μM.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP629505 Tridecane Tridecane 629-50-5 Price
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