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A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
Published on: October 4, 2019
Exolide A, structurally diverse Ent-18-norbeyerane diterpenoid from the stems of Indian mangrove plant, Excoecaria
Hemendra Kumar Patel1, Umme Ummarah Fariha1, Sravani Mekala1
1Department of Natural Products and Medicinal Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
Abstract:
Exolide A (1), a novel ent-18-norbeyerane diterpenoid possessing a hexacarbocyclic framework, 7/5/6/6/5/3 along with four known terpenoids (2-5) were isolated from the chloroform extract of the stems of Excoecaria agallocha. The structure of 1 was elucidated by comprehensive spectroscopic data analysis (IR, HRESIMS, 1H, 13C NMR, DEPT, HSQC, HMBC, 1H-1H COSY, 1H-1H NOESY), chemical methods, and biogenetic considerations. Compound 2 exhibited a potent α-glucosidase inhibitory activity (IC50 0.11 μg/mL) compared to acarbose (IC50 1.44 μg/mL).
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Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...

