Synthesis and antimicrobial activity of tetrodecamycin partial structures was written by Paintner, Franz F.;Allmendinger, Lars;Bauschke, Gerd;Berns, Caroline;Heisig, Peter. And the article was included in Bioorganic & Medicinal Chemistry in 2003.SDS of cas: 14204-27-4 This article mentions the following:
An efficient synthetic approach to the core structure I (R = H) of the novel polyketide antibiotic tetrodecamycin was developed. This approach features the acid-catalyzed cyclization of a tert-butyldimethylsilyl protected Me α-(γ-hydroxyacyl) tetronate, leading to the novel tricyclic ring skeleton exhibited by I (R = H), and an efficient strategy for the parallel introduction of the cis-diol and exo-methylene function. In addition to I (R = H), a diastereomer of I (R = H), analog II, and several other derivatives were prepared and evaluated for their antibacterial activities against Staphylococcus aureus (including MRSA) and Enterococcus faecalis and for their cytotoxic activities against human leukemia cell lines (HL-60, Jurkat T-cells). While I (R = H) did not inhibit the growth of the Gram-pos. pathogens (MICs >128 μg mL-1), analog II and 2-naphthoyl derivative I (R = 2-naphthoyl) showed promising antibacterial activities with MICs of 4-16 μg mL-1. Remarkably, the antibacterial activity of these compounds was paralleled by cytotoxicity (IC50 10-23 μM). The reactive exo-methylene moiety was shown to be crucial, but not sufficient on its own, for both the antibacterial and the cytotoxic activities. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4SDS of cas: 14204-27-4).
2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). SDS of cas: 14204-27-4
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles