Molecular networking-based discovery of long chain fatty acid bearing iridal triterpenoids with neurite outgrowth promoting activity from Iris domestica rhizomes
Yen Thi Hoang Kieu , Kosei Yamauchi , Minh Tu Thi Nguyen , Tohru Mitsunaga
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引用次数: 0
Abstract
The plant family Iridaceae is a rich source of structurally rare iridal-type triterpenoids. In this study, we investigated the structural diversity of iridal triterpenoids contained in the rhizome of Iris domestica using metabolomics-based molecular networking. Guided by MS2 features of iridal triterpenoids obtained from LC-MS2-based molecular networking, two new aliphatic fatty acid ester-bearing monocycloiridal type triterpenoids, named as 16-acetyliridal A (1) and 16-acetyliridal B (2), as well as a known compound (3), were isolated from the rhizomes of I. domestica. The structures of new compounds were elucidated based on the HR-ESIQTOFMS, MS2 fragmentations, and NMR spectroscopy. Compound 2 is the first example of iridal-type homotriterpenoids featuring an unusual acyl moiety at a cyclohexane ring instead of a formyl group that is commonly shared in the iridal triterpenoids. All isolated compounds exhibited a high potency to promote neurite outgrowth activities with or without the supplementation of nerve growth factor on PC12 cells in a dose-dependent manner.
期刊介绍:
Fitoterapia is a Journal dedicated to medicinal plants and to bioactive natural products of plant origin. It publishes original contributions in seven major areas:
1. Characterization of active ingredients of medicinal plants
2. Development of standardization method for bioactive plant extracts and natural products
3. Identification of bioactivity in plant extracts
4. Identification of targets and mechanism of activity of plant extracts
5. Production and genomic characterization of medicinal plants biomass
6. Chemistry and biochemistry of bioactive natural products of plant origin
7. Critical reviews of the historical, clinical and legal status of medicinal plants, and accounts on topical issues.