Rearranged clerodane diterpenoid from Tinospora crispa

Area of Science:

• Phytochemistry
• Natural Products Chemistry
• Organic Chemistry

Background:

• Tinospora crispa is a medicinal plant with a rich history of traditional use.
• The chemical constituents of Tinospora crispa have been extensively studied, but new compounds continue to be discovered.
• Clerodane diterpenoids are a significant class of natural products found in Tinospora species.

Purpose of the Study:

• To isolate and characterize new and known chemical constituents from the stems of Tinospora crispa.
• To elucidate the structures of isolated compounds using spectroscopic methods.
• To contribute to the phytochemical knowledge of Tinospora crispa.

Main Methods:

• Phytochemical investigation involving extraction and isolation techniques.
• Structure elucidation using 1D and 2D Nuclear Magnetic Resonance (NMR) spectroscopy.
• High-Resolution Electrospray Ionization Mass Spectrometry (HRESIMS) for structural confirmation.

Main Results:

• Isolation of a new rearranged clerodane diterpenoid, tinocrispide.
• Identification of thirteen known compounds, including eight clerodane diterpenoids.
• First-time reporting of baenzigeride A, (6S, 9R)-vomifoliol, and steponine from Tinospora crispa.
• Revision of the 13C NMR data for borapetol A.

Conclusions:

• The chemical diversity of Tinospora crispa stems has been expanded with the discovery of tinocrispide.
• This study enhances the understanding of clerodane diterpenoids in Tinospora species.
• The revised NMR data provides a more accurate reference for future studies on borapetol A.