Description
Cas:133413-70-4
Product Information:
PF-1022A is an anthelmintic depsipeptide isolated from Mycelia Sterilia.
Chemical Formula: C52H76N4O12
Exact Mass: 948.546
Molecular Weight: 949.196
Elemental Analysis: C, 65.80; H, 8.07; N, 5.90; O, 20.23
Synonym:
PF 1022A
PF1022A
PF-1022A
Chemical Name:
(3S,6R,9S,12R,15S,18R,21S,24R)-6,18-Dibenzyl-3,9,15,21-tetraisobutyl-4,10,12,16,22,24-hexamethyl-1,7,13,19-tetraoxa-4,10,16,22-tetraazacyclo-tetracosane-2,5,8,11,14,17,20,23-octaone
InChi Key:
YJNUXGPXJFAUQJ-LYWANRAQSA-N
InChi Code:
InChI=1S/C52H76N4O12/c1-31(2)25-39-49(61)65-35(9)45(57)53(11)42(28-34(7)8)52(64)68-44(30-38-23-19-16-20-24-38)48(60)56(14)40(26-32(3)4)50(62)66-36(10)46(58)54(12)41(27-33(5)6)51(63)67-43(47(59)55(39)13)29-37-21-17-15-18-22-37/h15-24,31-36,39-44H,25-30H2,1-14H3/t35-,36-,39+,40+,41+,42+,43-,44-/m1/s1
Smiles Code:
O=C([C@H](CC(C)C)N(C)C([C@@H](CC1=CC=CC=C1)OC([C@H](CC(C)C)N(C)C([C@@H](C)OC([C@H](CC(C)C)N(C)C([C@@H](CC2=CC=CC=C2)OC([C@H](CC(C)C)N3C)=O)=O)=O)=O)=O)=O)O[C@H](C)C3=O
Technical Data:
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
In Vitro:
PF 1022A binds to the latrophilin-like transmembrane receptor important for pharyngeal pumping in nematodes. Furthermore, PF 1022A binds to GABA receptors, which might contribute to the anthelmintic effect.
In vitro, PF 1022A shows low activity on embryonation but significantly inhibits egg hatch (10 and 100 μg/mL), whereas albendazole (10 and 100 μg/mL) reveales statistically significant inhibitions of both embryonation and egg hatch. PF 1022A (1-100 μg/mL) completely inhibits larval movement at most examination points.
References:
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Zahner H, Taubert A, Harder A, von Samson-Himmelstjerna G. Filaricidal efficacy of anthelmintically active cyclodepsipeptides. Int J Parasitol. 2001 Nov;31(13):1515-22. PubMed PMID: 11595239.
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von Samson-Himmelstjerna G, Harder A, Schnieder T, Kalbe J, Mencke N. In vivo activities of the new anthelmintic depsipeptide PF 1022A. Parasitol Res. 2000 Mar;86(3):194-9. PubMed PMID: 10726989.
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Sivanathan S, Körber F, Scherkenbeck J. Semisynthetic routes to PF1022H--A precursor for new derivatives of the anthelmintic cyclooctadepsipeptide PF1022A. Bioorg Med Chem. 2016 Feb 15;24(4):873-6. doi: 10.1016/j.bmc.2016.01.014. Epub 2016 Jan 8. PubMed PMID: 26810834.
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Jeschke P, Harder A, von Samson-Himmelstjerna G, Etzel W, Gau W, Thielking G, Bonse G. Synthesis of anthelmintically active N-methylated amidoxime analogues of the cyclic octadepsipeptide PF1022A. Pest Manag Sci. 2002 Dec;58(12):1205-15. PubMed PMID: 12476993.
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Harder A, Schmitt-Wrede HP, Krücken J, Marinovski P, Wunderlich F, Willson J, Amliwala K, Holden-Dye L, Walker R. Cyclooctadepsipeptides--an anthelmintically active class of compounds exhibiting a novel mode of action. Int J Antimicrob Agents. 2003 Sep;22(3):318-31. Review. PubMed PMID: 13678839.
Products are for research use only. Not for human use.
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