Synthesis and in vitro PDT activity of miscellaneous porphyrins with amino acid and uracil.
The synthesis of a series of modularized porphyrins bearing bioactive molecule is described. Starting with meso-tetraphenylporphyrin, the compounds with two nitro functional groups were synthesized via regiospecific nitration reaction. After reduction to the amino group and subsequent coupling with l-phenylalanine or 1-carboxylmethyl-5-fluorouracil (5-Fu acid), the functionalized porphyrins were metallized with Co(II) or Mn(II) to form miscellaneous porphyrins in good yields. The spectra of all the porphyrins were furnished. In vitro photodynamic therapy of the porphyrins against Ec9706 cell line was evaluated by standard cytotoxicity assays.
Weimin
Shi
S
Department of Chemistry, Zhengzhou University, Zhengzhou 450052, China.
Gen
Zhang
Z
Guifu
Dai
D
Yunxiao
Zhang
Z
Jin
Zhao
Z
Jingchao
Tao
T
D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D003035:Cobalt / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D004938:Esophageal Neoplasms / Q000188:drug therapy*; D006801:Humans; D008345:Manganese / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000528:radiation effects; D010649:Phenylalanine / Q000737:chemistry*; D010696:Phloroglucinol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D010777:Photochemistry; D010778:Photochemotherapy; D011166:Porphyrins / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014466:Ultraviolet Rays
D009942:Organometallic Compounds; D011166:Porphyrins; C530730:petiolin A; D003035:Cobalt; D008345:Manganese; D010649:Phenylalanine; D010696:Phloroglucinol