Skip to main navigation Skip to search Skip to main content

Biosynthesis and chemical synthesis study of antifouling marine natural products

  • Yongxin Li

Student thesis: Doctoral thesis

Abstract

Biofouling refers to the undesirable accumulation of microorganism, algae and animals on submerged substrates, resulting in tremendous economic losses to maritime industries around the world. A recent global ban on the use of organotins as antifouling agents has urgently demand for safe and effective antifouling agents developing from marine natural products. Accordingly, we have recently initiated a program to discover antifouling natural products from marine bacteria. Antifouling assessment of 49 isolates and their structure-activities relationship study revealed that furanone moieties were important functional groups in anti-larval settlement activity. Furthermore, two promising antifouling candidates, butenolides 3c-3d, were synthesized through structure optimization based on this SAR study. Additionally, to facilitate the discoveries of anti-bacteria (anti-microfouling) natural product, I established a de-replication approach for antibacterial screening. Taking advantage of LC-MS profiling and the anti-bacteria assay of bacterial crude extract, I rapidly identify a group of antibacterial candidates without isolation process, amicoumacins. However, the lack of genetic manipulation of the wide type producer strains hinders the biosynthesis studies of amicoumacins. To tackle this obstacle, I established a transformation-associated recombination (TAR)-based direct cloning, transfer and heterologous expression of natural products in B. subtilis and then succeeded in direct cloning and expression of a 47-kb nonribosomal peptide synthetase/polyketide synthase (NRPS/PKS) biosynthetic gene cluster for production of amicoumcins. My results clearly demonstrated that 1) Microbial natural products are potent but underexplored source of antifouling compounds; 2) Genus Bacillus are indeed a good source of compounds with interesting bioactive potential; 3) Direct cloning and heterologous expression of antibiotic natural products in the well-studied model organism Bacillus subtilis shall have a broad application in the study of natural products biosynthesis; 4) Chemical synthesis and biosynthesis of microbial natural products have been innovative solutions to the supply problem that inhibit the commercial development of antifouling marine natural products.
Date of Award2014
Original languageEnglish
Awarding Institution
  • The Hong Kong University of Science and Technology

Cite this

'