@article{MTMT:1365862,
	title = {In vitro and in vivo multidrug resistance reversal activity by a Betti-base derivative of tylosin},
	url = {https://m2.mtmt.hu/api/publication/1365862},
	author = {Gyemant, N and Engi, Helga and Schelz, Zsuzsanna and Szatmári, István and Toth, D and Fülöp, Ferenc and Molnár, József and de Witte, PAM},
	doi = {10.1038/sj.bjc.6605716},
	journal-iso = {BRIT J CANCER},
	journal = {BRITISH JOURNAL OF CANCER},
	volume = {103},
	unique-id = {1365862},
	issn = {0007-0920},
	abstract = {BACKGROUND: The multidrug resistance (MDR) proteins are present in a majority of human tumours. Their activity is important to understand the chemotherapeutic failure. A search for MDR-reversing compounds was conducted among various Betti-base derivatives of tylosin. METHODS: Here, we evaluate the in vitro and in vivo P-glycoprotein (P-gp)-modulating activity of the most promising compound N-tylosil-1-a-amino-(3-bromophenyl)-methyl-2-naphthol (TBN) using human MDR1 gene-transfected and parental L5178 mouse lymphoma cell lines. RESULTS: In vitro experiments showed that TBN dramatically increased the P-gp-mediated cellular uptake of the fluorescent substrate rhodamine 123. Similarly, TBN was found to act as a very potent enhancer of the cytotoxicity of doxorubicin on the resistant cell line. We also provide in vivo evidence using DBA/2 mice in support for an increased tumoural accumulation of doxorubicin, without affecting its tissue distribution, resulting in an enhanced antitumoural effect. CONCLUSION: Our results suggest that TBN is a potent modulator of the P-gp membrane pump and that the compound could be of clinical relevance to improve the efficacy of chemotherapy in MDR cancers. British Journal of Cancer (2010) 103, 178-185. doi: 10.1038/sj.bjc.6605716 www.bjcancer.com Published online 15 June 2010 (C) 2010 Cancer Research UK},
	keywords = {CELLS; BINDING; COMBINATION; RESISTANCE; CANCER; P-GLYCOPROTEIN; CARCINOMA; PACLITAXEL; doxorubicin; Anthracyclines; PHASE-I; MODULATOR; P-GLYCOPROTEIN INHIBITOR; tylosin; Betti-base; tumour},
	year = {2010},
	eissn = {1532-1827},
	pages = {178-185},
	orcid-numbers = {Schelz, Zsuzsanna/0000-0002-8519-4830; Szatmári, István/0000-0002-8571-5229; Fülöp, Ferenc/0000-0003-1066-5287}
}

@article{MTMT:1078937,
	title = {Synthesis and conformational analysis of naphth[1 ',2 ': 5,6][1,3]oxazino[3,2-c][1,3]benzoxazine and naphth[1 ',2 ': 5,6][1,3]oxazino[3,4-c][1,3]benzoxazine derivatives},
	url = {https://m2.mtmt.hu/api/publication/1078937},
	author = {Heydenreich, M and Koch, A and Klod, S and Szatmári, István and Fülöp, Ferenc and Kleinpeter, E},
	doi = {10.1016/j.tet.2006.09.037},
	journal-iso = {TETRAHEDRON},
	journal = {TETRAHEDRON},
	volume = {62},
	unique-id = {1078937},
	issn = {0040-4020},
	abstract = {A new functional group, the hydroxy group, was inserted into a Betti base by reaction with salicylaldehyde, and the naphthoxazine derivatives thus obtained were converted by ring-closure reactions with formaldehyde, acetaldehyde, propionaldehyde or phosgene to the corresponding naphth[1'2:5,6][1,3]oxazino[3,2-c][1,3]benzoxazine derivatives. Further, the conformational analysis of these polycyclic compounds by NMR spectroscopy and an accompanying molecular modelling are reported; especially, both quantitative anisotropic ring current effects of the aromatic moieties in these compounds and steric substituent effects were employed to determine the stereochemistry of the naphthoxazinobenzoxazine derivatives. (c) 2006 Published by Elsevier Ltd.},
	year = {2006},
	eissn = {1464-5416},
	pages = {11081-11089},
	orcid-numbers = {Szatmári, István/0000-0002-8571-5229; Fülöp, Ferenc/0000-0003-1066-5287}
}

@article{MTMT:1013250,
	title = {Transformation reactions of the Betti base analog aminonaphthols},
	url = {https://m2.mtmt.hu/api/publication/1013250},
	author = {Szatmári, István and Hetényi, Anasztázia and Lázár, László and Fülöp, Ferenc},
	doi = {10.1002/jhet.5570410310},
	journal-iso = {J HETEROCYCLIC CHEM},
	journal = {JOURNAL OF HETEROCYCLIC CHEMISTRY},
	volume = {41},
	unique-id = {1013250},
	issn = {0022-152X},
	abstract = {By means of simple or domino ring-closure reactions of 1-(alpha-aminobenzyl)-2-naphthol (Betti base: 1), 1-aminomethyl-2-naplithol (2) and 2-(alpha-aminobenzyl)-1-naphthol (reverse Berri base: 3) with phosgene, ethyl benzimidate, 2-carboxybenzaldehyde, levulinic acid, salicylaldehyde/formalin or salicylaldehyde/acetaldehyde, naphth[1,2-e][1,3]oxazine and naphth[2,1-e][1,3]oxazine derivatives were prepared. All of the nitrogen-bridged polycyclic derivatives of 1 and 3 containing a number of centers of asymmetry were formed with nearly complete diastereoselectivity. Considerable differences were observed in the ring-closing abilities of the unsubstituted and phenyl-substituted aminonaphthols 1 and 2 and of the regioisomeric compounds 1 and 3.},
	year = {2004},
	eissn = {1943-5193},
	pages = {367-373},
	orcid-numbers = {Szatmári, István/0000-0002-8571-5229; Hetényi, Anasztázia/0000-0001-8080-6992; Lázár, László/0000-0002-2135-8496; Fülöp, Ferenc/0000-0003-1066-5287}
}

@article{MTMT:1013529,
	title = {Substituent effects in the ring-chain tautomerism of 1,3-diaryl-2,3-dihydro-1H-naphth[1,2-e] [1,3]oxazines},
	url = {https://m2.mtmt.hu/api/publication/1013529},
	author = {Szatmári, István and Martinek, Tamás and Lázár, László and Fülöp, Ferenc},
	doi = {10.1016/S0040-4020(03)00331-4},
	journal-iso = {TETRAHEDRON},
	journal = {TETRAHEDRON},
	volume = {59},
	unique-id = {1013529},
	issn = {0040-4020},
	abstract = {Condensation of Betti base analogue amino naphthols with substituted benzaldehydes led to 1,3-diaryl-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazines (3-9) which proved to be three-component (r(1)-o-r(2)) tautomeric mixtures in CDCl3 at 300 K. The electronic effects of the 3-aryl groups on the ratios of the ring-chain tautomeric forms at equilibrium could be described by the equation log K-X=rhosigma(+)+log K-X=H. The value of the intercept was found to be strongly influenced by the steric arrangement of the 1,3-diaryl substituents. (C) 2003 Elsevier Science Ltd. All rights reserved.},
	year = {2003},
	eissn = {1464-5416},
	pages = {2877-2884},
	orcid-numbers = {Szatmári, István/0000-0002-8571-5229; Martinek, Tamás/0000-0003-3168-8066; Lázár, László/0000-0002-2135-8496; Fülöp, Ferenc/0000-0003-1066-5287}
}