In 2020,International Journal of Molecular Sciences included an article by Imperatore, Concetta; Valadan, Mohammadhassan; Tartaglione, Luciana; Persico, Marco; Ramunno, Anna; Menna, Marialuisa; Casertano, Marcello; Dell’Aversano, Carmela; Singh, Manjot; d’Aulisio Garigliota, Maria Luisa; Bajardi, Francesco; Morelli, Elena; Fattorusso, Caterina; Altucci, Carlo; Varra, Michela. Category: alcohols-buliding-blocks. The article was titled 《Exploring the photodynamic properties of two antiproliferative benzodiazopyrrole derivatives》. The information in the text is summarized as follows:
The identification of mols. whose biol. activity can be properly modulated by light is a promising therapeutic approach aimed to improve drug selectivity and efficacy on the mol. target and to limit the side effects compared to traditional drugs. Recently, two photo-switchable diastereomeric benzodiazopyrrole derivatives 1RR and 1RS have been reported as microtubules targeting agents (MTAs) on human colorectal carcinoma p53 null cell line (HCT 116 p53-/-). Their IC50 was enhanced upon Light Emitting Diode (LED) irradiation at 435 nm and was related to their cis form. Here we have investigated the photo-responsive behavior of the acid derivatives of 1RR and 1RS, namely, d1RR and d1RS, in phosphate buffer solutions at different pH. The comparison of the UV spectra, acquired before and after LED irradiation, indicated that the trans→cis conversion of d1RR and d1RS is affected by the degree of ionization. The apparent rate constants were calculated from the kinetic data by means of fast UV spectroscopy and the conformers of the putative ionic species present in solution (pH range: 5.7-8.0) were modelled. Taken together, our exptl. and theor. results suggest that the photo-conversions of transd1RR/d1RS into the corresponding cis forms and the thermal decay of cisd1RR/d1RS are dependent on the presence of diazonium form of d1RR/d1RS. Finally, a photo-reaction was detected only for d1RR after prolonged LED irradiation in acidic medium, and the resulting product was characterized by means of Liquid Chromatog. coupled to High resolution Mass Spectrometry (LC-HRMS) and NMR spectroscopy.(R)-Oxiran-2-ylmethanol(cas: 57044-25-4Category: alcohols-buliding-blocks) was used in this study.
(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Category: alcohols-buliding-blocks
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts