Synthesis and cytotoxicity of novel isomeric C-seco limonoids.
Attempts to cleave the C-ring in the bioactive limonoids characteristic of the species Azadirachta indica A. Juss using BF(3) x OEt(2) and (C(4)H(9))(4)NBr resulted in novel isomeric C-seco limonoids. Structure related cytotoxic properties of the isomers and the native compounds have been studied using brine shrimp lethality bioassay (BSLB) method and molecular descriptors viz., theoretical and chromatographic hydrophobicity constants, oxidation state and molecular modelling studies. The O-O diad distances reveal the significance of the orientation of the furan ring in enhancing the cytotoxicity of the molecule.
Genupur
Anitha
A
Asthagiri Herbal Research Foundation, 7/1 Thirumazhisai Street, Sundaram Colony, East Tambaram, Chennai 600059, Tamil Nadu, India.
Jesu
Josepha Lourdu Raj
JL
Srinivasan
Narasimhan
N
Kamalakaran
Anand Solomon
AS
Sundar
Rajan Sundararajan
RS
D000818:Animals; D045744:Cell Line, Tumor; D003445:Crustacea; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D036701:Limonins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy
D036701:Limonins