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Spiroinonotsuoxotriols A and B, Two Highly Rearranged Triterpenoids from <i>Inonotus obliquus</i>

You‐Min Ying, Hang‐Fei Yu, Cui‐Ping Tong, Wei‐Guang Shan, Zha‐Jun Zhan

2020Organic Letters25 citationsDOI

Abstract

Spiroinonotsuoxotriols A (1) and B (2), two highly rearranged pentacyclic triterpenoids featuring a novel 7(8 → 9)abeo-21,24-cyclo-lanostane skeleton, together with their proposed precursors 3–5, were isolated from the sclerotia of the white-rot fungus Inonotus obliquus. Their structures including the absolute configurations were elucidated by extensive spectroscopic analyses and single-crystal X-ray diffraction. The biogenetic pathway of 1 and 2 was proposed. Compounds 1 and 2 exhibited potent α-glucosidase inhibitory activity as compared with the positive control acarbose.

Topics & Concepts

Inonotus obliquusLanostaneChemistryStereochemistryAcarboseTriterpenoidPositive controlFungusTriterpeneBotanyOrganic chemistryTraditional medicineBiochemistryEnzymeBiologyMedicinePathologyAlternative medicineFungal Biology and ApplicationsPhytochemicals and Antioxidant ActivitiesMicrobial Metabolism and Applications
Spiroinonotsuoxotriols A and B, Two Highly Rearranged Triterpenoids from <i>Inonotus obliquus</i> | Litcius