Matches in SemOpenAlex for { <https://semopenalex.org/work/W2887431520> ?p ?o ?g. }
- W2887431520 endingPage "261" @default.
- W2887431520 startingPage "261" @default.
- W2887431520 abstract "Many fungal quinazolinone metabolites, which contain the methyl-indole pyrazino [1,2-b]quinazoline-3,6-dione core, have been found to possess promising antitumor activity. The purpose of this work was to synthesize the enantiomeric pairs of two members of this quinazolinone family, to explore their potential as antitumor and their ability to revert multidrug resistance. The marine natural product fiscalin B (4c), and antienantiomers (4b, 5b, and 5c) were synthesized via a one-pot approach, while the syn enantiomers (4a, 4d, 5a, and 5d) were synthetized by a multi-step procedure. These strategies used anthranilic acid (i), chiral N-protected α-amino acids (ii), and tryptophan methyl esters (iii) to form the core ring of pyrazino[2,1-b]quinazoline-3,6-dione scaffold. Four enantiomeric pairs, with different enantiomeric purities, were obtained with overall yields ranging from 7 to 40%. Compounds 4a–d and 5a–d were evaluated for their growth inhibitory effect against two tumor cell lines. Differences between enantiomeric pairs were noted and 5a–d displayed GI50 values ranging from 31 to 52 μM, which are lower than those of 4a–d. Nevertheless, no effect on P-glycoprotein (P-gp) modulation was observed for all compounds. This study disclosed new data for fiscalin B (4c), as well as for its analogues for a future development of novel anticancer drug leads." @default.
- W2887431520 created "2018-08-22" @default.
- W2887431520 creator A5002245108 @default.
- W2887431520 creator A5017562043 @default.
- W2887431520 creator A5027756968 @default.
- W2887431520 creator A5040669857 @default.
- W2887431520 creator A5051727817 @default.
- W2887431520 creator A5054089573 @default.
- W2887431520 creator A5057756576 @default.
- W2887431520 creator A5059404671 @default.
- W2887431520 creator A5059875282 @default.
- W2887431520 date "2018-07-31" @default.
- W2887431520 modified "2023-10-12" @default.
- W2887431520 title "Antitumor Activity of Quinazolinone Alkaloids Inspired by Marine Natural Products" @default.
- W2887431520 cites W1571633569 @default.
- W2887431520 cites W1970419401 @default.
- W2887431520 cites W1983703030 @default.
- W2887431520 cites W1994214110 @default.
- W2887431520 cites W1995439896 @default.
- W2887431520 cites W2002494731 @default.
- W2887431520 cites W2011937429 @default.
- W2887431520 cites W2019672934 @default.
- W2887431520 cites W2027542963 @default.
- W2887431520 cites W2027968022 @default.
- W2887431520 cites W2032889069 @default.
- W2887431520 cites W2053532675 @default.
- W2887431520 cites W2057836126 @default.
- W2887431520 cites W2061046818 @default.
- W2887431520 cites W2083322325 @default.
- W2887431520 cites W2089884518 @default.
- W2887431520 cites W2122261212 @default.
- W2887431520 cites W2150973515 @default.
- W2887431520 cites W2151437832 @default.
- W2887431520 cites W2161823344 @default.
- W2887431520 cites W2209471979 @default.
- W2887431520 cites W2217417999 @default.
- W2887431520 cites W2291349327 @default.
- W2887431520 cites W2326927253 @default.
- W2887431520 cites W2332663046 @default.
- W2887431520 cites W2410995268 @default.
- W2887431520 cites W2412765820 @default.
- W2887431520 cites W2471482551 @default.
- W2887431520 cites W2513710684 @default.
- W2887431520 cites W2556063028 @default.
- W2887431520 cites W2952334405 @default.
- W2887431520 cites W4250545614 @default.
- W2887431520 doi "https://doi.org/10.3390/md16080261" @default.
- W2887431520 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6117665" @default.
- W2887431520 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30065225" @default.
- W2887431520 hasPublicationYear "2018" @default.
- W2887431520 type Work @default.
- W2887431520 sameAs 2887431520 @default.
- W2887431520 citedByCount "29" @default.
- W2887431520 countsByYear W28874315202018 @default.
- W2887431520 countsByYear W28874315202019 @default.
- W2887431520 countsByYear W28874315202020 @default.
- W2887431520 countsByYear W28874315202021 @default.
- W2887431520 countsByYear W28874315202022 @default.
- W2887431520 countsByYear W28874315202023 @default.
- W2887431520 crossrefType "journal-article" @default.
- W2887431520 hasAuthorship W2887431520A5002245108 @default.
- W2887431520 hasAuthorship W2887431520A5017562043 @default.
- W2887431520 hasAuthorship W2887431520A5027756968 @default.
- W2887431520 hasAuthorship W2887431520A5040669857 @default.
- W2887431520 hasAuthorship W2887431520A5051727817 @default.
- W2887431520 hasAuthorship W2887431520A5054089573 @default.
- W2887431520 hasAuthorship W2887431520A5057756576 @default.
- W2887431520 hasAuthorship W2887431520A5059404671 @default.
- W2887431520 hasAuthorship W2887431520A5059875282 @default.
- W2887431520 hasBestOaLocation W28874315201 @default.
- W2887431520 hasConcept C185592680 @default.
- W2887431520 hasConcept C192527728 @default.
- W2887431520 hasConcept C21951064 @default.
- W2887431520 hasConcept C2777162773 @default.
- W2887431520 hasConcept C2778866207 @default.
- W2887431520 hasConcept C2779396153 @default.
- W2887431520 hasConcept C2779816182 @default.
- W2887431520 hasConcept C486523 @default.
- W2887431520 hasConcept C55493867 @default.
- W2887431520 hasConcept C71240020 @default.
- W2887431520 hasConceptScore W2887431520C185592680 @default.
- W2887431520 hasConceptScore W2887431520C192527728 @default.
- W2887431520 hasConceptScore W2887431520C21951064 @default.
- W2887431520 hasConceptScore W2887431520C2777162773 @default.
- W2887431520 hasConceptScore W2887431520C2778866207 @default.
- W2887431520 hasConceptScore W2887431520C2779396153 @default.
- W2887431520 hasConceptScore W2887431520C2779816182 @default.
- W2887431520 hasConceptScore W2887431520C486523 @default.
- W2887431520 hasConceptScore W2887431520C55493867 @default.
- W2887431520 hasConceptScore W2887431520C71240020 @default.
- W2887431520 hasFunder F4320335322 @default.
- W2887431520 hasIssue "8" @default.
- W2887431520 hasLocation W28874315201 @default.
- W2887431520 hasLocation W28874315202 @default.
- W2887431520 hasLocation W28874315203 @default.
- W2887431520 hasLocation W28874315204 @default.
- W2887431520 hasLocation W28874315205 @default.
- W2887431520 hasOpenAccess W2887431520 @default.