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Title

Sensitized photooxidation of furanoeremophilane with singlet oxygen and their biogenetic relationship.

Authors

Li, Yun-Sen; Wang, Zheng-Tao; Luo, Shi-De; Li, Shao-Shun; Zhu, Da-Yuan

Abstract

In an attempt to explore the biogenetic relationship of furanoeremophilane derivatives and eremophilan-8α,12-olides, produced in Ligularia and their structure-activity relationship, we studied the photosensitized oxidation of furanoeremophilane–type sesquiterpenes. Under the condition of several solvents solution Irradiation with a 200  W incandescent lamp of furanoeremophilan-14β,6α-olide isolated from Ligularia vellerea , in various solutions with methylene blue, rose bengal, toluidine blue and safranine T gave several products. The products were isolated by chromatographic procedure and their structures were elucidated as eremophilan-14β,6α,8α,12-diolide derivatives by NMR, IR and MS methods. A reaction mechanism has been proposed.

Subjects

EREMOPHILA (Plants); PHOTOSENSITIZERS; SOLVENTS; IRRADIATION; INCANDESCENT lamps

Publication

Natural Product Research, 2006, Vol 20, Issue 8, p724

ISSN

1478-6419

Publication type

Academic Journal

DOI

10.1080/14786410500185733

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