title: A natural product based DOS library of hybrid systems.
abstract: Here we described a natural product inspired modular DOS strategy for the synthesis of a library of hybrid systems that are structurally and stereochemically disparate. The main scaffold is a pyrroloisoquinoline motif, that is synthesized from tandem Pictet-Spengler lactamization. The structural diversity is generated via "privileged scaffolds" that are attached at the appropriate site of the motif. Screening of the library compounds for their antiplasmodial activity against chloroquine sensitive 3D7 cells indicated few compounds with moderate activity (20-50 μM). A systematic comparison of structural intricacy between the library members and a natural product dataset obtained from ZINC(®) revealed comparable complexity.
authors: Department of Chemistry, Shiv Nadar University, Post Office Shiv Nadar University, Pin 201314, Uttar Pradesh, India.
authors: Ganesh
authors: G
authors: Prabhu
authors: International Center for Genetic Engineering and Biotechnology, Aruna Asaf Ali Marg, Pin 110067, New Delhi, India.
authors: Shalini
authors: S
authors: Agarwal
authors: Department of Life Science, Shiv Nadar University, Post Office Shiv Nadar University, Pin 201314, Uttar Pradesh, India.
authors: Vijeta
authors: V
authors: Sharma
authors: Department of Chemistry, Mahatma Gandhi University, Pin 793101, Meghalaya, India.
authors: Sanjay M
authors: SM
authors: Madurkar
authors: Department of Chemistry, Shiv Nadar University, Post Office Shiv Nadar University, Pin 201314, Uttar Pradesh, India.
authors: Parthapratim
authors: P
authors: Munshi
authors: Department of Life Science, Shiv Nadar University, Post Office Shiv Nadar University, Pin 201314, Uttar Pradesh, India. Electronic address: shailja.singh@snu.edu.in.
authors: Shailja
authors: S
authors: Singh
authors: Department of Chemistry, Shiv Nadar University, Post Office Shiv Nadar University, Pin 201314, Uttar Pradesh, India. Electronic address: subhabrata.sen@snu.edu.in.
authors: Subhabrata
authors: S
authors: Sen
mesh_terms: D000962:Antimalarials / Q000737:chemistry / Q000494:pharmacology*; D001688:Biological Products / Q000494:pharmacology*; D002478:Cells, Cultured; D020650:Combinatorial Chemistry Techniques; D055808:Drug Discovery; D004912:Erythrocytes / Q000187:drug effects*; D006801:Humans; D008288:Malaria / Q000188:drug therapy* / Q000469:parasitology; D015394:Molecular Structure; D010963:Plasmodium falciparum / Q000187:drug effects* / Q000254:growth & development; D054852:Small Molecule Libraries / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D053058:Trophozoites / Q000187:drug effects
chemical_list: D000962:Antimalarials; D001688:Biological Products; D054852:Small Molecule Libraries
keywords: DOS; Pictet-Spengler lactamization; Pyrroloisoquinoline; Trophozoite; ZINC(®)