Synthesis and evaluation of tetrahydroisoquinoline derivatives against Trypanosoma brucei rhodesiense was written by Cullen, Danica R.;Gallagher, Ashlee;Duncan, Caitlin L.;Pengon, Jutharat;Rattanajak, Roonglawan;Chaplin, Jason;Gunosewoyo, Hendra;Kamchonwongpaisan, Sumalee;Payne, Alan;Mocerino, Mauro. And the article was included in European Journal of Medicinal Chemistry in 2021.Formula: C19H15Cl This article mentions the following:
In this study the synthesis and antitrypanosomal activity of 80 compounds I [X = CH, N; R = H, (R)-HO, C6H5CH2O, etc; R1 = H, HO, C6H5CH2O, etc; R2 = H, HO, 2-cyclohexylethoxy, etc; R3 = H, Me, Et, etc; R4 = H, H3C(H2C)10] based around a core tetrahydroisoquinoline scaffold were reported. A detailed structure activity relationship was revealed, and five derivatives (two of which have been previously reported) with inhibition of T. b. rhodesiense growth in the sub-micromolar range were identified. Four of these I [X = N, R = (R)-HO, R1 = 4-(4-chlorophenyl)phenylmethoxy, R2 = R4 = H, R3 = Me; X = N, R = R2 = R4 = H, R1 = 4-phenylphenyl, R3 = Me; X = N, R = R1 = HO, R2 = (4-phenylphenyl)methoxy, R3 = R4 = H; X = N, R = (R)-HO, R1 = HO, R2 = H, R3 = Me, R4 = H3C(H2C)10] were also found to have good selectivity over mammalian cells (SI > 50). Calculated logD values and preliminary ADME studies predict that these compounds I are likely to have good absorption and metabolic stability, with the ability to passively permeate the blood brain barrier. This makes them excellent leads for a blood-brain barrier permeable antitrypanosomal scaffold. In the experiment, the researchers used many compounds, for example, (Chloromethanetriyl)tribenzene (cas: 76-83-5Formula: C19H15Cl).
(Chloromethanetriyl)tribenzene (cas: 76-83-5) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Formula: C19H15Cl
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics