Flavans with potential anti-inflammatory activities from Zephyranthes candida. Issue 24 (15th December 2016)

• Record Type: Journal Article
• Authors: Zhan, Guanqun; Zhou, Junfei; Liu, Tingting; Zheng, Guijuan; Aisa, Haji Akber; Yao, Guangmin
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 26:Issue 24(2016)
• Page Start: 5967
• Page End: 5970
• Publication Date: 2016-12-15
• Subjects: Zephyranthes candida -- Flavans -- Anti-inflammatory activities -- Amaryllidacea; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2016.10.081
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: Three new flavans, (2 R, 3 R )-7-methoxy-flavan-3-ol (1 ), (2 S )-7, 3′-dihydroxy-4′-methoxyflavan 3′-O- β -d -glucopyranoside (2 ), (2 S )-7, 3′-dihydroxy-4′-methoxyflavan 7-O- β -d -glucopyranoside (3 ), and one known flavan (4 ) were isolated from the whole plants of Zephyranthes candida (Amaryllidacea). The structures of the new flavans1 –3 were determined by extensive spectroscopic analyses including HRESIMS, NMR, and electronic circular dichroism (ECD), and the absolute configuration of1 was confirmed by single-crystal X-ray diffraction analysis with Cu Kα irradiation. Flavans1 –3 displayed significant inhibitory effects on the LPS-induced NO production in RAW264.7 mouse macrophages with IC50 values of 17.34, 16.14, and 21.52 μM, respectively, suggesting their potentials for anti-inflammatory agents.