16302-98-0Relevant articles and documents
S-substituted cysteine derivatives and thiosulfinate formation in Petiveria alliacea - Part II
Kubec, Roman,Kim, Seokwon,Musah, Rabi A.
, p. 675 - 680 (2002)
Three cysteine derivatives, (R)-S-(2-hydroxyethyl)cysteine, together with (RSRC)- and (SSRC)-S-(2-hydroxyethyl)cysteine sulfoxides, have been isolated from the roots of Petiveria alliacea. Furthermore, three add
Oxygen-to-Oxygen Silyl Migration of α-Siloxy Sulfoxides and Oxidation-Triggered Allicin Formation
Kelly, Shane S.,Shen, Tun-Li,Xian, Ming
supporting information, p. 3741 - 3745 (2021/05/10)
Oxidation of α-siloxy thioethers leads to the formation of the corresponding sulfoxides as unstable intermediates, which undergo an intramolecular oxygen-to-oxygen silyl migration to break the C-S linkage. This process produces silyl protected sulfenic acids and subsequently thiosulfinates. It was used to develop oxidation-triggered allicin donors.
Natural product inspired allicin analogs as novel anti-cancer agents
Bhaumik, Ishani,Pal, Kunal,Debnath, Utsab,Karmakar, Parimal,Jana, Kuladip,Misra, Anup Kumar
, p. 259 - 272 (2019/02/07)
A series of novel analogs of Allicin (S-allyl prop-2-ene-1-sulfinothioate) present in garlic has been synthesized in high yield. Synthesized 23 compounds were evaluated against different breast cancer cells (MDA-MB-468 and MCF-7) and non-cancer cells (WI38). Four compounds (3f, 3h, 3m and 3u) showed significant cytotoxicity against cancer cells whereas nontoxic to the normal cells. Based on the LD50 values and selectivity index (SI), compound 3h (S-p-methoxybenzyl (p-methoxyphenyl)methanesulfinothioate) was considered as most promising anticancer agent amongst the above three compounds. Further bio-chemical studies confirmed that compound 3h promotes ROS generation, changes in mitochondrial permeability transition and induced caspase mediated DNA damage and apoptosis.