D:A friedo-oleanane lactones from the stems of Mallotus repandus
Related Experiment Video
Updated: Oct 7, 2026

A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
Published on: October 4, 2019
S Sutthivaiyakit1, J Thongtan, S Pisutjaroenpong
1Department of Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkok 10240, Thailand, Chulabhorn Research Institute, Bangkok 10210, Thailand. somyote@ram1.ru.ac.th
Abstract:
Three new D:A-friedo-oleanane lactones, viz., 3-oxo-D:A-friedo-oleanan-27,16alpha-lactone (1), 3alpha-benzoyloxy-D:A-friedo-oleanan-27,16alpha-lactone (2), and 3beta-hydroxy-D:A-friedo-oleanan-27,16alpha-lactone (3) were isolated from the stems of Mallotus repandus. Extensive use of NMR spectroscopic techniques led to full assignment of all 1H and 13C chemical shifts. The structure for 2 was confirmed by X-ray diffraction analysis.
Related Concept Videos
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Local Anesthetics: Chemistry and Structure-Activity Relationship
Phase I Reactions: Reductive Reactions
Limitations of Friedel–Crafts Reactions
Alcohols from Carbonyl Compounds: Reduction
Catalytic hydrogenation is similar to the reduction of an alkene or alkyne by adding H2 across the pi bond in the presence of transition metal catalysts like Raney Ni, Pd–C, Pt, or Ru. Aldehydes and ketones can be reduced by this method, often under mild to moderate heat (25–100°C) and...