3 years ago

Manginoids A–G: Seven Monoterpene–Shikimate-Conjugated Meroterpenoids with a Spiro Ring System from Guignardia mangiferae

Manginoids A–G: Seven Monoterpene–Shikimate-Conjugated Meroterpenoids with a Spiro Ring System from Guignardia mangiferae
Junjun Liu, Zengwei Luo, Weiguang Sun, Hucheng Zhu, Limin Gao, Hua Li, Yonghui Zhang, Jianping Wang, Keliang Chen, Xiulan Liu, Jing Yang, Yongbo Xue, Chunmei Chen, Xuwen Zhang
Manginoids A–G (17), seven monoterpene–shikimate-conjugated meroterpenoids with a spiro ring system, were isolated from Guignardia mangiferae. Compounds 14 are four isomers with epimeric and double-bond isomeric features possessing a 6-oxaspiro[bicyclo[3.2.1]octane-3,5′-indene] ring, which represent the first examples of spiro meroterpenoids bearing a bridged spirocyclohexanedione moiety. Compounds 5 and 6 possess an unexpected 2,4-dioxatricyclo[3.3.1.03,7]nonane motif, which fuses with a 6-oxabicyclo[3.2.1]octane moiety. Compound 1 exhibits inhibitory activities against 11β-hydroxysteroid dehydrogenase type 1 with an IC50 value of 0.84 μM.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02955

DOI: 10.1021/acs.orglett.7b02955

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