2',3'-Dehydrosalannol

Anticancer Res. 2012 Jul;32(7):2801-6.

The anticancer effect of 2'-3'-dehydrosalannol on triple-negative breast cancer cells.[Pubmed: 22753740]

Triple-negative breast cancer (TNBC) accounts for 15-20% of all breast tumors and these breast tumors are usually aggressive and highly metastatic. Unfortunately, treatment options for TNBCs are limited; we have identified a novel molecule,2',3'-Dehydrosalannol (DHS) and in this study we investigated the anticancer effect of DHS against TNBC cells.
METHODS AND RESULTS:
TNBC (MDA-MB 231; MDA-MB 468) cells were treated with DHS and its effect on cell viability, apoptosis and molecular mechanisms were analyzed. DHS inhibited growth and induced apoptosis in TNBC cell lines. Molecular analysis suggested that DHS inhibited cathepsin-mediated pro-survival signaling [pAKT: phosphorylated protein kinase B; BCL-2: B-cell lymphoma 2 and cyclin D1] and induced pro-apoptotic markers such as BAX [BCL-2-associated X protein] and cleaved caspase-3.
CONCLUSIONS:
Our results demonstrate that DHS inhibits cathepsin-mediated pro-survival signaling which resulted in growth arrest of TNBC cells. These findings suggest that DHS may be a promising agent for the prevention and treatment of TNBC.

Acta Crystallogr C. 2002 Nov;58(Pt 11):o681-2.

2',3'-Dehydrosalannol.[Pubmed: 12415181]

METHODS AND RESULTS:
2',3'-Dehydrosalannol, methyl (2aS,3R,5R,5aS,6S,6aS,8R,9aS,10aR,10bR,10cS)-8-(3-furyl)-2a,4,5,5a,6,6a,8,9,9a,10a,10b,10c-dodecahydro-3-hydroxy-2a,5a,6a,7-tetramethyl-5-(3-methylbut-2-enoyloxy)-2H,3H-cyclopenta[4',5']furo[2',3':6,5]benzo[cd]isobenzofuran-6-acetate, C(32)H(42)O(8), was isolated from uncrushed green leaves of Azadirachta indica A. Juss (neem) and has been found to possess antifeedant activity against Spodptera litura.
CONCLUSIONS:
The conformations of the functional groups are similar to those of 3-desacetylsalannin, which was isolated from neem kernels. The molecules are linked into chains by intermolecular O-H.O hydrogen bonds.