Thiocarbonyl Derivatives of Natural Chlorins: Synthesis Using Lawesson’s Reagent and a Study of Their Properties

Abstract

The development of sulfur-containing pharmaceutical compounds is important in the advancement of medicinal chemistry. Photosensitizers (PS) that acquire new properties upon incorporation of sulfur-containing groups or individual sulfur atoms into their structure are not neglected, either. In this work, a synthesis of sulfur-containing derivatives of natural chlorophyll a using Lawesson’s reagent was optimized. Thiocarbonyl chlorins were shown to have a significant bathochromic shift in the absorption and fluorescence bands. The feasibility of functionalizing the thiocarbonyl group at the macrocycle periphery by formation of a Pt(II) metal complex in the chemotherapeutic agent cisplatin was shown. The chemical stability of the resulting conjugate in aqueous solution was studied, and it was found to possess a high cytotoxic activity against sarcoma S37 tumor cells that results from the combined photodynamic and chemotherapeutic effect on these cells.

Biomimetic Materials Based on Poly-3-hydroxybutyrate and Chlorophyll Derivatives

“…It possesses antioxidant, antigenotoxic, and antimutagenic properties [ 7 , 8 , 9 ]. Its derivatives are bioactive and easily modified, and their synthesis cost is low [ 5 , 10 , 11 ]. Industrial forms of chlorophyll are well known, and they are successfully used in the food industry, in cosmetics, and in medicine [ 9 , 12 ].…”