Bremelanotid

Bremelanotid
(IUPAC) ime
	(3R,6R,9S,12R,15R,23R)-15[(2R)-2- Acetamidohexanoyl]amino9-benzyl- 6-(3-carbamimidamidopropyl)-12- (1H-imidazol-5-ylmethyl)-3-(1H-indol- 3-ylmethyl)-2,5,8,11,14,17-hexaoxo- 1,4,7,10,13,18-hexaazacyclotricosane -23-carboxylic acid
Klinički podaci
Identifikatori
CAS broj	189691-06-3
ATC kod	nije dodeljen
PubChem	9941379
ChemSpider	8116997
UNII	6Y24O4F92S
Hemijski podaci
Formula	C50H68N14O10
Mol. masa	1025.2
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C50H68N14O10/c1-3-4-16-35(58-29(2)65)43(67)64-41-25-42(66)54-20-11-10-18-37(49(73)74)60-46(70)39(23-31-26-56-34-17-9-8-15-33(31)34)62-44(68)36(19-12-21-55-50(51)52)59-45(69)38(22-30-13-6-5-7-14-30)61-47(71)40(63-48(41)72)24-32-27-53-28-57-32/h5-9,13-15,17,26-28,35-41,56H,3-4,10-12,16,18-25H2,1-2H3,(H,53,57)(H,54,66)(H,58,65)(H,59,69)(H,60,70)(H,61,71)(H,62,68)(H,63,72)(H,64,67)(H,73,74)(H4,51,52,55)/t35-,36-,37-,38+,39-,40-,41-/m0/s1 ; Key: FFHBJDQSGDNCIV-MFVUMRCOSA-N
Farmakoinformacioni podaci
Trudnoća	?
Pravni status

Bremelanotid (PT-141) je jedinjenje u razvoju od strane kompanije Palatin Tehnologije za lečenje hemoragijskog udara i reperfuzijskih povreda. On funkcioniše putem aktivacije melanokortinskih receptora MC1R i MC4R, čime se moduliše inflamacija i ograničava ishemija.^[4]

On je originalno razvijen za upotrebu u lečenju impotencije^[5]^[6], ali je ta primena privremeno prekinuta 2008, nakon što je izražena zabrinutost zbog negativne nuspojave povećanja krvnog pritiska. Trenutno, Palatin i FDA pregovaraju o mogućem nastavku kliničkih ispitivanja faze 2 koristeći novi supkutani sistem doziranja leka koji ima malo uticaja na krvni pritisak.

Struktura

Bremelanotid je ciklični hepta-peptidni laktamski analog melanotropina (alfa-MSH) koji aktivira melanokortinske receptore MC3-R i MC4-R u centralnom nervnom sistemu. Njegova aminokiselinska sekvenca je Ac-Nle-ciklo[Asp-His-D-Phe-Arg-Trp-Lys]-OH ili ciklo-[Nle⁴, Asp⁵, D-Phe⁷, Lys¹⁰]alfa-MSH-(4-10). On je metabolit Melanotana II kome nedostaje C-terminalna amidna funkcionalna grupa.

Povezano

Literatura

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ „Bremelanotide for Organ Protection and Related Indications, Palatin Technologies fact sheet.”. Bremelanotide for Organ Protection and Related Indications, Palatin Technologies fact sheet.. Arhivirano iz originala na datum 2009-02-03. Pristupljeno 18. 1. 2009.
↑ Pfaus JG, Shadiack A, Van Soest T, Tse M, Molinoff P (July 2004). „Selective facilitation of sexual solicitation in the female rat by a melanocortin receptor agonist”. Proc. Natl. Acad. Sci. U.S.A. 101 (27): 10201–4. DOI:10.1073/pnas.0400491101. PMC 454387. PMID 15226502.
↑ Vicki Mabrey (2006). „ABC News "The Business of Desire - Love Potion"” (HTML, Flash Video). ABC News "The Business of Desire - Love Potion". ABC News. Pristupljeno 24. 1. 2009.

Vanjske veze

	Portal Medicina
	Portal Hemija

Palatin Technologies Arhivirano 2006-03-21 na Wayback Machine-u
US 6,579,968 Arhivirano 2014-06-30 na Wayback Machine-u
Bremelanotid forum

Šablon:Neuropeptidni ligandi

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[factseet-4] „Bremelanotide for Organ Protection and Related Indications, Palatin Technologies fact sheet.”. Bremelanotide for Organ Protection and Related Indications, Palatin Technologies fact sheet.. Arhivirano iz originala na datum 2009-02-03. Pristupljeno 18. 1. 2009.

[PNAS-5] Pfaus JG, Shadiack A, Van Soest T, Tse M, Molinoff P (July 2004). „Selective facilitation of sexual solicitation in the female rat by a melanocortin receptor agonist”. Proc. Natl. Acad. Sci. U.S.A. 101 (27): 10201–4. DOI:10.1073/pnas.0400491101. PMC 454387. PMID 15226502.

[6] Vicki Mabrey (2006). „ABC News "The Business of Desire - Love Potion"” (HTML, Flash Video). ABC News "The Business of Desire - Love Potion". ABC News. Pristupljeno 24. 1. 2009.

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