1610434-48-4

Upstream product

• 1610434-47-3 methyl 5-(((tert-butyldiphenylsilyl)oxy)methyl)-2’,5’-dimethoxy-[1,1’-biphenyl]-2-carboxylate 
• 75-16-1 methylmagnesium bromide 
• 191104-99-1 methyl 4-(hydroxymethyl)-2-iodobenzoate 
• 1610434-46-2 methyl 4-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-2-iodobenzoate 
• 299173-24-3 [3-iodo-4-(methoxycarbonyl)]benzoic acid 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 917-54-4 methyllithium 

Relevant academic research and scientific papers

SAR:s for the antiparasitic plant metabolite pulchrol. 1. The benzyl alcohol functionality.

Pulchrol (1) is a natural benzochromene isolated from the roots of Bourreria pulchra, shown to possess potent antiparasitic activity towards both Leishmania and Trypanozoma species. As it is not understood which molecular features of 1 are important for the antiparasitic activity, several analogues were synthesized and assayed. The ultimate goal is to understand the structure-activity relationships (SAR:s) and create a QSAR model that can be used for the development of clinically useful antiparasitic agents. In this study, we have synthesized 25 2-methoxy-6,6-dimethyl-6Hbenzo[ c]chromen analogues of 1 and its co-metabolite pulchral (5a), by semi-synthetic procedures starting from the natural product pulchrol (1) itself. All 27 compounds, including the two natural products 1 and 5a, were subsequently assayed in vitro for antiparasitic activity against Trypanozoma cruzi, Leishmania brasiliensis and Leishmania amazoniensis. In addition, the cytotoxicity in RAW cells was assayed, and a selectivity index (SI) for each compound and each parasite was calculated. Several compounds are more potent or equi-potent compared with the positive controls Benznidazole (Trypanozoma) and Miltefosine (Leishmania). The compounds with the highest potencies as well as SI-values are esters of 1 with various carboxylic acids.

Synthesis of the Bioactive Benzochromenes Pulchrol and Pulchral, Metabolites of Bourreria pulchra

The parasites Leshmania mexicana and Trypanosoma cruzi cause serious health problems, and few efficient treatments are available. Recently, the two benzochromenes pulchrol (1) and pulchral (2) were reported from the roots of Bourreria pulchra, and especia

Synthesis of the bioactive benzochromenes pulchrol and pulchral, metabolites of Bourreria pulchra

The parasites Leshmania mexicana and Trypanosoma cruzi cause serious health problems, and few efficient treatments are available. Recently, the two benzochromenes pulchrol (1) and pulchral (2) were reported from the roots of Bourreria pulchra, and especially 1 but also 2 was found to be active towards the parasites. In this paper, we present a total synthesis of 1 and 2 to facilitate their biological evaluation. The synthesis is mild, short, and high yielding and suitable for a structure-activity relationship study. Copyright