title: Biotransformation of furanocoumarins by fungi: preparation of imperation analogs.
abstract: Imperation analogs have the furanocoumarin skeleton, with the isopentenyl group, which displayed significant bioactivities. The biotransformation of furanocoumarins imperation, isoimperation and phellopterin (1-3) by fungi has been proved to be an efficient method for the structural modification. Ten transformed furanocoumarin analogs were obtained by fungal biotransformation, including one new highly oxygenated furanocoumarin (4c). Aspergillus niger AS 3.739 displayed selectively transformed capability toward furanocouamrins (1-3) with one or two major products. So, seven hydroxylation and hydrolysis derivatives have been prepared efficiently. Additionally, the biotransformation of phellopterin gave multiple products (4a, 4b, 4c) by Cunninghamella blakesleana AS 3.970. The biotransformation time-courses of furanocoumarins have been established, which suggested the preferred incubation time. The bioactivities of furanocoumarin analogs have been investigated in an in vitro bioassay. And, furanocoumarins 1-3, 2a, and 2c displayed moderate anti-osteoporosis activities using MCET3-E1 cell line at the concentrations of 1, 10, and 100 μM.
authors.affiliation: a College of Bioengineering , Beijing Polytechnic , Beijing 100029 , China.
authors.forename: Xiu-Lan
authors.initials: XL
authors.lastname: Xin
authors.affiliation: b College of Pharmacy, and Academy of Integrative Medicine , Dalian Medical University , Dalian 116044 , China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Wang
authors.affiliation: c Laboratory of Antibiotics , Dalian Institute of Drug Control , Dalian 116013 , China.
authors.forename: Ge
authors.initials: G
authors.lastname: Wang
authors.affiliation: b College of Pharmacy, and Academy of Integrative Medicine , Dalian Medical University , Dalian 116044 , China.
authors.forename: Chao
authors.initials: C
authors.lastname: Wang
authors.affiliation: a College of Bioengineering , Beijing Polytechnic , Beijing 100029 , China.
authors.forename: Shan-Shan
authors.initials: SS
authors.lastname: Huang
authors.affiliation: b College of Pharmacy, and Academy of Integrative Medicine , Dalian Medical University , Dalian 116044 , China.
authors.forename: Xiao-Kui
authors.initials: XK
authors.lastname: Huo
authors.affiliation: a College of Bioengineering , Beijing Polytechnic , Beijing 100029 , China.
authors.forename: Dong-Hai
authors.initials: DH
authors.lastname: Su
authors.affiliation: b College of Pharmacy, and Academy of Integrative Medicine , Dalian Medical University , Dalian 116044 , China.
authors.forename: Xiang-Ge
authors.initials: XG
authors.lastname: Tian
mesh_terms: D001234:Aspergillus niger / Q000378:metabolism; D001711:Biotransformation; D050071:Bone Density Conservation Agents / Q000494:pharmacology; D002460:Cell Line; D003470:Culture Media; D020093:Cunninghamella / Q000378:metabolism; D005260:Female; D005658:Fungi / Q000378:metabolism*; D011564:Furocoumarins / Q000378:metabolism* / Q000494:pharmacology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010024:Osteoporosis / Q000188:drug therapy
chemical_list: D050071:Bone Density Conservation Agents; D003470:Culture Media; D011564:Furocoumarins
keywords: Biotransformation; anti-osteoporosis; fungi; furanocoumarin; imperation analogs