Kujigamberol, a new dinorlabdane diterpenoid isolated from 85million years old Kuji amber using a biotechnological assay

2012; Elsevier BV; Volume: 83; Issue: 5 Linguagem: Inglês

10.1016/j.fitote.2012.03.024

ISSN

1873-6971

Autores

Ken‐ichi Kimura, Yuki Minamikawa, Yukiko Ogasawara, Jun Yoshida, Kei-ichi Saitoh, Hisao Shinden, Yue Qi Ye, Shunya Takahashi, Tokichi Miyakawa, Hiroyuki Koshino,

Tópico(s)

Hymenoptera taxonomy and phylogeny

Resumo

A new compound, 15,20-dinor-5,7,9-labdatriene-18-ol (1), named kujigamberol, was isolated from amber, fossilized tree resin from the Kuji area in Japan, has been dated as being 85 million years old (late Cretaceous). Kujigamberol was identified using the hypersensitive mutant yeast (zds1∆ erg3∆ pdr1∆ pdr3∆) with respect to Ca(2+)-signal transduction. The structure was elucidated on the basis of spectroscopic analysis including 1D NMR, 2D NMR and HR-EI-MS. It was different from known diterpenoids with a similar activity isolated from Baltic amber (agathic acid 15-monomethyl ester (2), dehydroabietic acid (3) and pimaric acid (4)). Kujigamberol showed glycogen synthase kinase-3β (GSK-3β) inhibition activity involving the growth restored activity against the mutant yeast and was cytotoxic to HL60 cells (IC(50)=19.6 μM).

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