Abstract:
A major part of the drugs present in the market is natural products or natural productderived.
The two main synthetic devices towards the drug development are Targetoriented
synthesis (TOS) and Diversity-oriented synthesis (DOS) for creating
structurally diverse compounds that cover the pharmaceutically relevant chemical
space in an optimal way. On the other hand, an over-proportionally large number of
drugs or lead structures also originate from compounds isolated from natural sources.
So, the development of new synthetic routes for the natural products cannot be
denied. Towards this perspective, the use of naturally occurring amino acids is well
known because of their easy availability in chirally pure form. Again, they have at
least two functional groups (amino and carboxylic acid groups) and by chemical
transformations of these, they can be renovated to a broad range of biologically
important compounds.
The thesis entitled “Quest for Target and Diversity Oriented Synthesis of
Medicinally Important Natural Product and Natural Product-like Molecules from
Amino Acids” describes the synthesis of chiral heterocycles, bioactive natural products and
related diversity from natural amino acids as the chiral synthones.
The present investigations have been carried out by the author under the
supervision of Dr. Gautam Panda, Medicinal and Process Chemistry Division, CSIRCentral
Drug Research Institute, Lucknow 226031, UP, India.
The work embodied in this thesis has been organized under six chapters:
Chapter 1: In ‘Chapter 1’ a brief review on synthesis of Natural Products having antitubercular
activity has been described.
Chapter 2.1: Unprecedented formation of benzo[d][1,2,3,6]oxatriazocine
derivatives via diazo-oxygen bond formation and synthesis of enantiomerically
pure 1-alkyl benzotriazole derivatives
In ‘Chapter 2 Part-A’ a series of amino acid-derived enantiomerically pure
substituted benzo[d][1,2,3,6]oxatriazocine derivatives has been prepared by the
diazotization of amino acid-derived benzo-fused alicycles via one-pot three step
sequences, (i) diazotisation (ii) TBDMS deprotection, and (iii) cyclization.
Chapter 2.2: Trifluoroacetic Acid-Catalyzed Domino Reaction for Amino Acids
Derived 2,3-Dihydro-1H-1,5-benzodiazepines
