191104-99-1

Upstream product

• 299173-24-3 [3-iodo-4-(methoxycarbonyl)]benzoic acid 
• 5372-81-6 dimethyl aminoterephthalate 
• 133728-31-1 methyl 2-amino-4-(hydroxymethyl)benzoate 

Downstream Products

• 1610434-47-3 methyl 5-(((tert-butyldiphenylsilyl)oxy)methyl)-2’,5’-dimethoxy-[1,1’-biphenyl]-2-carboxylate 
• 1610434-48-4 2-(5-(((tert-butyldiphenylsilyl)oxy)methyl)-2’,5’-dimethoxy-[1,1’-biphenyl]-2-yl)propan-2-ol 
• 1610434-46-2 methyl 4-({[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl)-2-iodobenzoate 

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.

Sars for the antiparasitic plant metabolite pulchrol. part 2: B- And c-ring substituents

Neglected tropical diseases affect most of the underprivileged populations in tropical countries. Among these are chagas and leishmaniasis, present mainly in South and Central America, Africa and East Asia. Current treatments are long and have severe adverse effects, therefore there is a strong need to develop alternatives. In this study, we base our research on the plant metabolite pulchrol, a natural benzochromene which has been shown to possess antiparasitic activity against Trypanosoma and Leishmania species. In a recent study, we investigated how changes in the benzyl alcohol functionality affected the antiparasitic activity, but the importance of B- and C-ring substituents is not understood. Fifteen derivatives of pulchrol with different substituents in positions 1, 2, 3, and 6 while leaving the A-ring intact, were therefore prepared by total synthesis, assayed, and compared with pulchrol and positive controls. The generated series and parental molecule were tested in vitro for antiparasitic activity against Trypanosoma cruzi, Leishmania braziliensis, and L. amazonensis, and cytotoxicity using RAW cells. Substantial differences in the activity of the compounds synthesized were observed, of which some were more potent towards Trypanosoma cruzi than the positive control benznidazole. A general tendency is that alkyl substituents improve the potency, especially when positioned on C-2.

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

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

CARBOXYLIC ACID DERIVATIVE COMPOUNDS AND DRUGS COMPRISING THESE COMPOUNDS AS THE ACTIVE INGREDIENT

A carboxylic acid derivative of formula (I): wherein R1 is-COOH,-COOR6, etc.; A is a single bond, alkylene, etc.; R2 is alkyl, alkoxy, etc.; B is a carbocyclic ring or a heterocyclic ring; Q is alkylnene-Cyc2, etc.; D is a linking chain; and R3 is alkyl,

Potent and selective non-cysteine-containing inhibitors of protein farnesyltransferase

Potent and selective non-thiol-containing inhibitors of protein farnesyltransferase are described. FTI-276 (1) was transformed into pyridyl ether analogue 19. The potency of pyridyl ether 19 was improved by modification of the biphenyl core to that of an