Baylis-Hillman reaction: convenient ascending syntheses and biological evaluation of acyclic deoxy monosaccharides as potential antimycobacterial agents.
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.
Pathak
Rashmi
R
Medicinal Chemistry Division, Central Drug Research Institute, Lucknow, India.
Pant
Chandra Shekhar
CS
Shaw
Arun K
AK
Bhaduri
Amiya P
AP
Gaikwad
Anil N
AN
Sinha
Sudhir
S
Srivastava
Anil
A
Srivastava
Kishore K
KK
Chaturvedi
Vinita
V
Srivastava
Ranjana
R
Srivastava
Brahm S
BS
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
D000606:Amino Sugars; D000900:Anti-Bacterial Agents; D000995:Antitubercular Agents; D002074:Butanones; D003837:Deoxy Sugars; C057920:3-buten-2-one; D000181:Acrylonitrile