Issue 4, 2016

Trichiconlides A and B: two novel limonoids from the fruits of Trichilia connaroides

Abstract

Trichiconlides A (1) and B (2), two novel limonoids, were isolated from the fruits of Trichilia connaroides. Compound 1 is a novel limonoid with a highly rearranged A/B ring system and an intact D ring, which formed an unprecedented 5/6/5/6/5 carbon skeleton. Trichiconlide B (2) possesses a 10-oxatricyclo[3.3.1.3,8]decane core and formed a cage-like structure located between rings A and C. Their structures and absolute configurations were elucidated by spectroscopic methods, single crystal X-ray diffraction, the ECD exciton chirality method and TDDFT/ECD calculations. 1 showed a moderate inhibitory effect on nitric oxide (NO) production.

Graphical abstract: Trichiconlides A and B: two novel limonoids from the fruits of Trichilia connaroides

Supplementary files

Article information

Article type
Communication
Submitted
09 Nov 2015
Accepted
10 Dec 2015
First published
10 Dec 2015

Org. Biomol. Chem., 2016,14, 1231-1235

Trichiconlides A and B: two novel limonoids from the fruits of Trichilia connaroides

F. An, J. Luo, X. Wang, M. Yang and L. Kong, Org. Biomol. Chem., 2016, 14, 1231 DOI: 10.1039/C5OB02300A

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