Synthetic Route of C9H11BrO3In 2021 ,《Synthesis of Thio-lignan Analogues, Bioequivalent Salvinal without Unfavored Aldehyde》 was published in Journal of Organic Chemistry. The article was written by Saito, Yohei; Kobayashi, Yukiko; Yoshida, Nanami; Goto, Masuo; Nakagawa-Goto, Kyoko. The article contains the following contents:
The oxygen in the benzofuran (BF) of three antiproliferative natural neolignans, salvinal, obovaten, and 2-[7-methoxy-2-(4-methoxyphenyl)-3-methylbenzofuran-5-yl]ethanol, was replaced with sulfur to form the new biol. scaffold benzothiophene (BT) thio-lignans. The synthesized derivatives were evaluated for antiproliferative activity against five human cancer cell lines, including a multidrug-resistant cell line. Thio-salvinal displayed significant antiproliferative effects with half-maximal inhibitory concentration (IC50) values of 0.57-0.95μM against all tested cell lines, except for the HER2 neg. breast cancer cell line MCF-7. This thio-lignan was 6.5-9.4 times more potent than the parent. However, the related thio-lignans showed much weaker antiproliferative effects and were less potent than the parent natural benzofuran lignans. Newly synthesized thio-lignan I affected cell cycle progression at 24 and 48 h in the G2/M transition and S phase, resp., as well as promoted sub-G1 induction by stimulating microtubule depolymerization and nuclear fragmentation. Since a highly reactive aldehyde in salvinal is generally not appropriate for drug development, we have successfully found nonaldehyde derivative I showing biol. activity similar to salvinal by replacing BF with BT and an aldehyde with 1,3-dioxolane. After reading the article, we found that the author used 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Synthetic Route of C9H11BrO3)
1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.Synthetic Route of C9H11BrO31-Bromo-3,4,5-trimethoxybenzene can be used to synthesize analogs of HA14-1, which shows promising anticancer properties.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary