Guaianolides from Curcuma kwangsiensis

• Published in: Phytochemistry letters Vol. 9; pp. 137 - 140
• Main Authors: Phan, Minh Giang, Tran, Thi Thanh Nhan, Phan, Tong Son, Matsunami, Katsuyoshi, Otsuka, Hideaki
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 01.09.2014
• Subjects: Circular dichroism; Curcuma kwangsiensis; Guaianolide; Sesquiterpene lactone; Zingiberaceae; Curcuma kwangsiensis; Guaianolide; Sesquiterpene lactone; Zingiberaceae; Circular dichroism
• ISSN: 1874-3900; 1876-7486
• DOI: 10.1016/j.phytol.2014.05.009

A new (1) and two rare guaianolides (2 and 3) were isolated from the rhizomes of Curcuma kwangsiensis S.G. Lee and C.F. Liang (Zingiberaceae). The absolute configurations of 1 and the previously isolated 2 were unambiguously determined by using CD spectroscopic data. •Chromatographic isolation of constituents of the rhizomes of Curcuma kwangsiensis was carried out.•A new and two rare guaianolides were isolated.•The absolute stereostructures of two optically active guaianolides were unambiguously determined by using CD spectroscopic data. Three guaianoilides, including a new compound (1R,4R,5S,8S,9Z)-4-hydroxy-1,8-epoxy-5H-guaia-7(11),9-dien-12,8-olide (1) and two rare ones, (−)-gweicurculactone (2), and 2-oxoguaia-1(10),3,5,7(11),8-pentaen-12,8-olide (3), together with tricosanoic acid, and β-sitosterol were isolated from the rhizomes of Curcuma kwangsiensis S.G. Lee and C.F. Liang (Zingiberaceae). Their structures and relative stereochemistries were determined on the basis of UV, IR, MS, and 1D NMR and 2D NMR spectroscopic methods. The absolute configurations of the new compound 1 and the previously isolated compound 2 were unambiguously determined by using CD spectroscopic data.