Synthesis of fluorescent analogues of the anticancer natural products 4-hydroxyphenylmethylene hydantoin and delta-tocotrienol.
4-Hydroxyphenylmethylene hydantoin (PMH, 1), isolated from the Red Sea sponge Hemimycale arabica, and delta-tocotrienol (3), isolated from the tocotrienol-rich fraction of palm oil, are important antimetastatic and antiproliferative natural products that proved effective against metastatic prostate and breast cancers, respectively. New fluorescent derivatives of PMH (2) and delta-tocotrienol (4) were synthesized by Steglich esterification. Both 2 and 4 retained good anti-migratory and antiproliferative activities, respectively. Fluorescent analogues 2 and 4 can be used for the identification of molecular targets of 1 and 3 in tumor cell cultures.
Department of Basic Pharmaceutical Sciences, College of Pharmacy, 1800 Bienville Drive, University of Louisiana at Monroe, Monroe, Louisiana 71201, USA.
Mudit
M
Mudit
Fathy A
FA
Behery
Vikram B
VB
Wali
Paul W
PW
Sylvester
Khalid A
KA
El Sayed
D000818:Animals; D001597:Benzylidene Compounds / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000138:chemical synthesis; D006827:Hydantoins / Q000737:chemistry*; D000073878:Palm Oil; D010938:Plant Oils / Q000737:chemistry; D011161:Porifera; D014810:Vitamin E / Q000031:analogs & derivatives* / Q000737:chemistry
C554762:4-hydroxyphenylmethylene hydantoin; D001597:Benzylidene Compounds; D005456:Fluorescent Dyes; D006827:Hydantoins; D010938:Plant Oils; D014810:Vitamin E; C082097:tocotrienol, delta; D000073878:Palm Oil