title: Euryspongins A-C, three new unique sesquiterpenes from a marine sponge Euryspongia sp.
abstract: Three new unique sesquiterpenes, euryspongins A-C (1-3), were isolated from a marine sponge Euryspongia sp. collected at Iriomote Island, Okinawa, Japan. Compound 1 possessed a bicyclic furanosesquiterpene structure with six- and eight-membered rings, whereas compounds 2 and 3 had an α,β-unsaturated-γ-lactone ring instead of the furan ring in 1. Only five natural products in this class have been reported, and compounds 1-3 are the sixth-eighth examples of natural products. Compounds 1-3 had no inhibition effect against PTP1B, an important target enzyme for the treatment of diabetes, while the dehydro derivative of 1 [dehydroeuryspongin A (4)] exhibited inhibitory activity (IC(50)=3.6 μM).
authors: Tohoku Pharmaceutical University, Sendai 981-8558, Japan.
authors: Hiroyuki
authors: H
authors: Yamazaki
authors: Takahiro
authors: T
authors: Nakazawa
authors: Deiske A
authors: DA
authors: Sumilat
authors: Ohgi
authors: O
authors: Takahashi
authors: Kazuyo
authors: K
authors: Ukai
authors: Shiori
authors: S
authors: Takahashi
authors: Michio
authors: M
authors: Namikoshi
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D011161:Porifera; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors* / Q000378:metabolism; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D004791:Enzyme Inhibitors; D012717:Sesquiterpenes; C516607:PTPN1 protein, human; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1