A Brief Review on Structure-Bioactivity Relationship Study of Ophiobolins and Derivatives

Abstract

Ophiobolins show a broad-spectrum inhibitory activity against nematodes, fungi, bacteria, and cytotoxic activity. Now many ophiobolin and their derivatives have been identified, nevertheless, there are few studies on structure-activity relationships for this class of compound. This review aims at summarizing published researches of ophiobolins and their derivatives, including the source, structure, bioactivity, the mode of action and the possible factors that cause the different bioactivity. In view of the fact that the activity of ophiobolins were generally higher than 6-epi-ophiobolins, ophiobolin O, K and 6-epi-ophiobolin O, K were studied as an example. The geometries, bond lengths, bond orders of the four compounds have been investigated at B3LYP/6-31+G(dip) level by density functional theory (DFT). The DFT analysis show that the ophinbolins steric of function group related to C (7) were much lower than 6-epi-ophiobolins, it suggested that C-H was the key bioactive group. The low steric reactive function group can be made to maximize contact with the target and thereby enhance the biological activity. It proposed a new pathway for the design and synthesis of the active molecule.