| Curcuma was used in traditional Chinese medicine for the treatment of various cancers such as cervical carcinoma, vulva cancer, skin neoplasm, thyroid tumor, esophageal neoplasm, gastric and intestinal cancer. And its essential oil was currently embodied in the Pharmacopoeia of the P. R. China (2005), as an anti-virus and anti-cancer remedy. Curcumol, which chemical name is: 6H-3a, 6-epoxyazulen-6-ol, octahydro- 3-methyl-8-methylene-5-(1-methylethyl)-(3S, 3aS, 5S, 6R, 8aS), is one of the major active components of the essential oil with the structure of sesquiterpene hemiacetal.Three microorganisms (Aspergillus niger, AS 3.739, Penicillium janthinellum, AS 3.510 and Cunninghamella blakesleana, AS 3.970) were employed to bio-transform the substrate—curcumol, sixteen products were isolated and purified. The structures of 14 of them were determined on the basis of chemical and spectroscopic data. They are characterized as: 3a-hydroxycurcumol(al), 3α-(4'-methoxyl-succinyloxy)-curcumol (a2), 15-hydroxy curcumol(bl), 3β- hydroxy curcumol(cl), 14-hydroxy-9-en-curcumol(c2), 10α,14-dihydroxy curcumol (c3), 10β, 14-epoxy curcumol(c4), 10α, 14-epoxy curcumol(c5), 10β, 14-epoxy- 7, 11-dehydro curcumol(c6), 10α, 14-epoxy-7, 11- dehydro curcumol(c7), 1α-hydroxy-10β, 14-epoxy curcumol(c8), (2S, 4S, 5S, 7S)-10- hydroxymethyl-7-isopropyl-2-methoxy-4-methyl-1-oxaspiro[4, 6] undec-10-en-8-one (c9), 12-hydroxy curcumol(clO) and 15-hydroxy curcumol(cll), respectively. All of them are new compounds except c4 and c5. In addition, al and c1, c4 and c5, c6 and c7 are three pairs of epimers as well.The metabolism of curcumol in rats were also investigated. Ten metabolites were isolated from the EtOAc layer of the urine of rats after oral administration of curcumol. Their structures were elucidated on the basis of chemical and spectroscopic data. They were characterized as: 2a-hydroxy curcumol (M-1), (11S)-3a-hydroxy-10- methyl-9-en-8, 12-epoxy curcumol (M-2), (11S)-14-hydroxy-...
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