115075-53-1Relevant academic research and scientific papers
Synthesis of novel anticancer iridoid derivatives and their cell cycle arrest and caspase dependent apoptosis
Pandeti, Sukanya,Sharma, Komal,Bathula, Surendar Reddy,Tadigoppula, Narender
, p. 333 - 339 (2014)
Nyctanthes arbortristis Linn (Oleaceae) is widely distributed in sub-Himalayan regions and southwards to Godavari, India commonly known as Harsingar and Night Jasmine. In continuation of our drug discovery programme on Indian medicinal plants, we isolated arbortristoside-A (1) and 7-O-trans-cinnamoyl 6β-hydroxyloganin (2) from the seeds of N. Arbortristis, which exhibited moderate in vitro anticancer activity. Chemical transformation of 2 led to significant improvement in the activity in derivative 8 and 15 against HepG2 (human hepatocellular carcinoma), MCF-7 (breast adenocarcinoma) cell lines. The compounds 8 and 15 were also capable of cell cycle arrest and caspase dependent apoptosis in HepG2 cell lines. These iridoid derivatives hold promise for developing safer alternatives to the marketed drugs.
INTERMEDIACY OF 6-HYDROXYLOGANIN IN THE RING CLEAVAGE COURSE OF LOGANIN TO SECOLOGANIN
Inoue, Kenichiro,Tanahashi, Takao,Inouye, Hiroyuki,Kuwajima, Hiroshi,Takaishi, Kiyokazu
, p. 2971 - 2980 (2007/10/02)
A possible biosynthetic pathway from loganin to secologanin through ring cleavage of 6-hydroxyloganin was ruled out in feeding experiments in which Eustoma russellianum, Swertia japonica, Lonicera morrowii and Adina pilulifera were each presented with three C-6 and C-7 stereoisomers of hydroxy -loganin as well as - and -loganin.In an associated experiment, the reduction of the aldehyde group of secologanin leading to sweroside was shown to proceed by hydride ion attack from the si face.Key Word Index - Biosynthesis; ring cleavage; loganin; 6,7-stereoisomer of 6-hydroxyloganin; secologanin; stereochemical course of the reduction; deuterium labelling.
