In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Design, synthesis and bio-evaluation of C-1 alkylated tetrahydro-β-carboline derivatives as novel antifungal lead compounds, published in 2020-02-01, which mentions a compound: 7524-52-9, mainly applied to alkylated tetrahydrocarboline design synthesis Candida antifungal; Antifungals; Apoptosis; Candida glabrata; Pictet-Spengler; SAR; Synergistic effect; β-Carboline, Formula: C12H15ClN2O2.
The field of antifungal agent has become static and development of resistance by the pathogen as well as limited clin. efficacy of marketed drugs demand the constant development of new antifungals. The presence of hydrocarbon chain of specific length linked with various different heterocycles was found to be an important structural feature in various antifungal lead compounds Based on the prominent antimicrobial activity of β-carboline derivatives, a set of C1 alkylated tetrahydro-β-carboline derivatives were proposed to be active against fungi. To validate and confirm the role of suitable alkyl chains linked to a β-carboline scaffold, few related analogs having C1 aryl substituents were also synthesized in one step via classic Pictet-Spengler reaction. The synthesized library was evaluated for its antifungal activity against C. albicans, C. krusei, C. parapsilosis, C. kefyr, C. glabrata, C. tropicalis and C. neoformans. One of the library members I, with n-alkyl chain of eight carbons exhibited potent antifungal activity against C. glabrata and C. kefyr. The lead compound, being selectively toxic also demonstrated prominent synergy enhancing the potency of antifungal drugs up to 10-fold. The time kill kinetic studies confirmed the efficacy of compound I, where the results obtained were comparable to that of Amp B. FE-SEM anal. revealed the increased asymmetry, disintegration and roughness of cell surface which could be because of the possible interaction of compound I at membrane level or interference in cell wall structure. Apoptosis/necrosis detection assay confirmed the significant apoptotic activity in C. glabrata cells after I treatment which was responsible for the rapid killing of C. glabrata cells.
There is still a lot of research devoted to this compound(SMILES:N[C@@H](CC1=CNC2=CC=CC=C12)C(OC)=O.[H]Cl)Formula: C12H15ClN2O2, and with the development of science, more effects of this compound(7524-52-9) can be discovered.
Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem