Salinipostin-A
Antimalarial marine natural product produced by actinomycete Salinispora tropica. Salinipostins A-K are long-chain bicyclic phosphotriesters. They are potent and selective antimalarial chemotype. The long chain can be C15H31 for Salinipostin A,F,I C14H29 fo B,D,G J, C13H27 for C,E,H,K. The short chain can be C4 for A,B,C. C3 for F,G,H , C2 for I,J,K. Salinopostin A is the most efficient (EC50 50nM against P.falciparum W2). Salinipostin B 129903178 C 129903221 G 129903331 H 129903332 K 129903145 J 129903201 I 129903200 F 129903272
General
Type : Organophosphate, Cyclic OP, Lipase inhibitor, Natural
Chemical_Nomenclature : (3R,8aS)-5-butyl-3-oxo-3-pentadecoxy-8,8a-dihydro-1H-furo[3,4-e][1,3,2]dioxaphosphepin-6-one
Canonical SMILES : CCCCCCCCCCCCCCCOP1(=O)OCC2COC(=O)C2=C(O1)CCCC
InChI : InChI=1S\/C25H45O6P\/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-19-29-32(27)30-21-22-20-28-25(26)24(22)23(31-32)18-6-4-2\/h22H,3-21H2,1-2H3\/t22-,32+\/m0\/s1
InChIKey : YRZQCIDLWXTCTJ-GHRAFVERSA-N
Other name(s) : Salinipostin A
MW : 472.6
Formula : C25H45O6P
CAS_number :
PubChem : 129903177
UniChem : YRZQCIDLWXTCTJ-GHRAFVERSA-N
Target
Families : Salinipostin-A ligand of proteins in family
Plasmodium_subtelomeric_PST-A
ABHD13-BEM46
Duf_676
PGAP1
ABHD17-depalmitoylase
Protein :
plafa-PF10.0020
plafa-PF07.0040
plafa-a0a143zya4
plafa-PF10.0379
plafa-PF13.0153
plaf7-q8iik5
plaf7-q8ii19
plafa-MAL8P1.138
References (3)
| Title : Mixed Alkyl\/Aryl Phosphonates Identify Metabolic Serine Hydrolases as Antimalarial Targets - Bennett_2024_bioRxiv__ |
| Author(s) : Bennett JM , Narwal SK , Kabeche S , Abegg D , Hackett F , Yeo T , Li VL , Muir RK , Faucher FF , Lovell S , Blackman MJ , Adibekian A , Yeh E , Fidock DA , Bogyo M |
| Ref : Biorxiv , : , 2024 |
| Abstract : |
| PubMedSearch : Bennett_2024_bioRxiv__ |
| PubMedID: 38260474 |
| Title : The Antimalarial Natural Product Salinipostin A Identifies Essential alpha\/beta Serine Hydrolases Involved in Lipid Metabolism in P. falciparum Parasites - Yoo_2020_Cell.Chem.Biol_27_143 |
| Author(s) : Yoo E , Schulze CJ , Stokes BH , Onguka O , Yeo T , Mok S , Gnadig NF , Zhou Y , Kurita K , Foe IT , Terrell SM , Boucher MJ , Cieplak P , Kumpornsin K , Lee MCS , Linington RG , Long JZ , Uhlemann AC , Weerapana E , Fidock DA , Bogyo M |
| Ref : Cell Chemical Biology , 27 :143 , 2020 |
| Abstract : |
| PubMedSearch : Yoo_2020_Cell.Chem.Biol_27_143 |
| PubMedID: 31978322 |
| Gene_locus related to this paper: plaf7-q8ii19 , plafa-a0a143zya4 , plaf7-q8iik5 , plafa-MAL8P1.38 , plafa-PF07.0040 , plafa-PF10.0020 , plafa-PF10.0379 , plafa-PF13.0153 |
| Title : Salinipostins A-K, long-chain bicyclic phosphotriesters as a potent and selective antimalarial chemotype - Schulze_2015_J.Org.Chem_80_1312 |
| Author(s) : Schulze CJ , Navarro G , Ebert D , DeRisi J , Linington RG |
| Ref : J Org Chem , 80 :1312 , 2015 |
| Abstract : |
| PubMedSearch : Schulze_2015_J.Org.Chem_80_1312 |
| PubMedID: 25584395 |