title: Baylis-Hillman reaction: convenient ascending syntheses and biological evaluation of acyclic deoxy monosaccharides as potential antimycobacterial agents.
abstract: A series of acyclic deoxy carbohydrate derivatives from easily available carbohydrate enals 1, 2, 3 or 5 were prepared involving the Baylis-Hillman reaction. These newly formed carbohydrate based Baylis-Hillman adducts and their amino derivatives were evaluated for their antimycobacterial activity against Mycobacterium tuberculosis H(37)R(v). Among the compounds evaluated for their antimycobacterial activity, compound (10) showed the desired activity in the range of 3.125 microg/mL.
authors.affiliation: Medicinal Chemistry Division, Central Drug Research Institute, Lucknow, India.
authors.forename: Rashmi
authors.initials: R
authors.lastname: Pathak
authors.forename: Chandra Shekhar
authors.initials: CS
authors.lastname: Pant
authors.forename: Arun K
authors.initials: AK
authors.lastname: Shaw
authors.forename: Amiya P
authors.initials: AP
authors.lastname: Bhaduri
authors.forename: Anil N
authors.initials: AN
authors.lastname: Gaikwad
authors.forename: Sudhir
authors.initials: S
authors.lastname: Sinha
authors.forename: Anil
authors.initials: A
authors.lastname: Srivastava
authors.forename: Kishore K
authors.initials: KK
authors.lastname: Srivastava
authors.forename: Vinita
authors.initials: V
authors.lastname: Chaturvedi
authors.forename: Ranjana
authors.initials: R
authors.lastname: Srivastava
authors.forename: Brahm S
authors.initials: BS
authors.lastname: Srivastava
mesh_terms: D000181:Acrylonitrile / Q000737:chemistry; D000606:Amino Sugars / Q000138:chemical synthesis / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002074:Butanones / Q000737:chemistry; D003837:Deoxy Sugars / Q000138:chemical synthesis* / Q000494:pharmacology; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D000606:Amino Sugars; D000900:Anti-Bacterial Agents; D000995:Antitubercular Agents; D002074:Butanones; D003837:Deoxy Sugars; C057920:3-buten-2-one; D000181:Acrylonitrile