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Chin J Nat Med. 2013 Mar;11(2):171-6. doi: 10.1016/S1875-5364(13)60045-X.

A pair of sulfonated diarylheptanoid epimers from Kaempferia galanga.

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1
Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.

Abstract

AIM:

To discover new bioactive constituents from Kaempferia galanga L. (Zingiberaceae).

METHODS:

The extract of K. galanga was divided into the chloroform and water-soluble portions. The latter fraction was successively subjected to column chromatography over a D101 macroporous adsorption resin, MCI, Sephadex LH-20, and preparative HPLC to obtain two compounds.

RESULTS:

Two novel sulfonated diarylheptanoid epimers, namely kaempsulfonic acids A (1) and B (2), were isolated from the rhizomes of K. galanga. Their structures were established by analysis of spectroscopic data. The absolute configurations of 1 and 2 were determined by the comparison of experimental electronic circular dichroism (ECD) spectroscopy and the computational calculation method, combined with Mo2(OAc)4 induced circular dichroism (ICD).

CONCLUSION:

The isolates 1 and 2 are new compounds and their absolute configurations were determined for the first time.

PMID:
23787185
DOI:
10.1016/S1875-5364(13)60045-X
[Indexed for MEDLINE]
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