Synthesis, photochemical E (trans)-->Z (cis) isomerization and antimicrobial activity of 2-chloro-5-methylpyridine-3-olefin derivatives.
2-Chloro-5-methylpyridine-3-olefin derivatives (3a-e) have been synthesized from 2-chloro-5-methylnicotinaldehyde (1) and studied their photochemical E (trans)-->Z (cis) isomerization upon direct irradiation and triplet sensitized excitation for the first time. The triplet sensitized excitations of the compounds yielded high Z (4a-e) isomer composition, whereas the direct excitation results in less Z (4a-e) isomer composition, indicating triplet pathway is very efficient in converting the E (trans)-->Z (cis) isomer. Thus synthesized E (3a-c and 3e) and generated Z (4a-c and 4e) isomers were tested for antimicrobial activity. Antifungal activity of these pyridine derivatives are closely comparable to the standard used.
Gangadasu
B
B
Organic Chemistry Division-II, Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 607, India.
Reddy
M Janaki Ram
MJ
Ravinder
M
M
Kumar
S Bharat
SB
Raju
B China
BC
Kumar
K Pranay
KP
Murthy
U S N
US
Rao
V Jayathirtha
VJ
D000475:Alkenes / Q000737:chemistry* / Q000494:pharmacology*; D000890:Anti-Infective Agents / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D007536:Isomerism; D010777:Photochemistry; D011725:Pyridines / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000475:Alkenes; D000890:Anti-Infective Agents; D011725:Pyridines; C023666:pyridine