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Biosynthesis of mangiferin in Anemarrhena asphodeloides Bunge. I. The origin of the xanthone nucleus.

1980; Pharmaceutical Society of Japan; Volume: 28; Issue: 8 Linguagem: Inglês

10.1248/cpb.28.2476

1347-5223

Masao Fujita, Takao Inoué,

Natural Compound Pharmacology Studies

Phenylalanine-1-14C, -2-14C and -3-14C, and malonic acid-2-14C were efficiently incorporated into mangiferin (1) in Anemarrhena asphodeloides. In the case of feeding with phenylalanine-1-14C, -2-14C and malonic acid-2-14C, the radioactivity of 1 was localized in the phloroglucinol ring. Furthermore, cinnamic acid-3-14C and p-coumaric acid-2-14C were also incorporated into 1 and isomangiferin (2), but benzoic acid-, p-hydroxybenzoic acid-and protocatechuic acid-(carboxyl-14C) were essentially not incorporated into 1 or 2. In addition to the above data, doubly labelled p-coumaric acid was incorporated into 1 without change of the T/14C ratio. These results show that the aglycone of 1 and 2 was biosynthesized from p-coumarate (C6-C3) and two malonates (C4).