87567-29-1Relevant academic research and scientific papers
Antiandrogenic, maspin induction, and antiprostate cancer activities of tanshinone IIA and its novel derivatives with modification in ring A
Liu, Weiguo,Zhou, Jinming,Geng, Guoyan,Shi, Qingwen,Sauriol, Francoise,Wu, Jian Hui
supporting information; experimental part, p. 971 - 975 (2012/03/11)
Expression of metastatic suppressor maspin is lost in advanced prostate cancer. Clinically relevant mutations in androgen receptor (AR) convert antiandrogens into AR agonists, promoting prostate tumor growth. We discovered tanshinone IIA (TS-IIA) is a potent antagonist of mutated ARs and induces maspin expression through AR. TS-IIA suppressed AR expression and induced apoptosis in LNCaP cells. Syntheses of TS-IIA derivatives (1-9) revealed that the 4,4-dimethyl group at ring A is important for TS-IIA's antiandrogenic and maspin induction activities.
Ultrasound-Promoted Cycloadditions in the Synthesis of Salvia miltiorrhiza Abietanoid o-Quinones
Lee, Junning,Snyder, John K.
, p. 4995 - 5008 (2007/10/02)
The ultrasound-promoted Diels-Alder reaction of 3-methyl-4,5-benzofurandione with appropriately substituted vinylcyclohexenes has led to the synthesis of tanshinone IIA, nortanshinone, tanshindiol B, methyl tanshinonate, and tanshinone IIB, biologically active metabolites of the Chinese traditional medicine, Dan Shen, prepared from the roots of Salvia miltiorrhiza Bunge.Methyltanshinquinone, the dihydro derivative of the natural product, methylenetanshinquinone, was similarly prepared.The effect of ultrasound in promoting the cycloadditions parallels that of high pressure and improved the regioselectivity in favour of the natural isomers.
Regio- and Stereoselective Hydrosulfonylation of Conjugated Dienes via a (?-Allyl)palladium Complex
Tamaru, Yoshinao,Yamada, Yoshimi,Kagotani, Masahiro,Ochiai, Hirofumi,Nakajo, Eiji,et al.
, p. 4669 - 4681 (2007/10/02)
The combination of a sulfonylpalladation of acyclic dienes 1 (with 2 equiv of NaSO2R and 1 equiv of PdCl2 in acetic acid or acetic acid-H2O at 50-80 deg C under air) and a protiodepalladation of the thus obtained palladium complexes 3 with dimethylglyoxime (in a protic solvent at room temperature) provides di- and trisubstituted (Z)-Δ3-sulfones 12 selectively, irrespective of the stereochemistry of the starting dienes.Similar treatment of 1-vinylcycloalkenes 5 (n (1,3) strain between Pd and the substituent on the allylic position.
