Structure-Activity Relationship of Pentacylic Triterpene Esters from Uncaria rhynchophylla as Inhibitors of Phospholipase Cγ1
2008; Thieme Medical Publishers (Germany); Volume: 74; Issue: 12 Linguagem: Inglês
10.1055/s-2008-1081348
ISSN1439-0221
AutoresJi Hyun Lee, Hunseung Yoo, Young Jin Suh, Jae Won Jung, Jinwoong Kim,
Tópico(s)Phytochemical compounds biological activities
ResumoA systematic structure-activity relationship of 3beta-hydroxy-27- P- E-coumaroyloxyurs-12-en-28-oic acid ( 7), a triterpene ester isolated from UNCARIA RHYNCHOPHYLLA as a phospholipase Cgamma1 inhibitor, was undertaken with a view toward elucidating its chemical mode of action on PLCgamma1. Related derivatives and analogues of 7 were synthesized and their inhibitory activities against PLCgamma1 were evaluated IN VITRO. The results indicate that 3-OH and 27-esterification may be essential, and that 28-COOH and the 2' double bond appear to be important for activity. Furthermore, the compound possessing a P-coumaroyloxy at position 27 rather than at the 3 and 28 positions shows the greatest inhibitory activity against PLCgamma1. Therefore, this inhibitor will be providing a chemical lead for the further development of cancer chemopreventive or cancer chemotherapeutic agents that have lower toxicity against normal tissues.
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