125600-53-5
Chemical Structure
Paraherquamide E
- CAS No.: 125600-53-5
- Formula:C28H35N3O4
- Molecular Weight:477.60
IUPAC Name: (1'S,5a'S,8R,8a'S,9a'R)-1',4,4,8',8',11'-hexamethyl-2',3',8a',9'-tetrahydro-1'H,4H,5'H,6'H,8'H-spiro[[1,4]dioxepino[2,3-g]indole-8,7'-[5a,9a](epiminomethano)cyclopenta[f]indolizine]-9,10'(10H)-dione
InChIKey: XNXXZRQPTAQILV-PYGUQFFJSA-N
SMILES: CC1([C@@]2([H])[C@@](CN3[C@@](C4=O)([C@H](CC3)C)C2)(N4C)C[C@]15C6=C(C7=C(OC(C)(C)C=CO7)C=C6)NC5=O)C
Biological Activity: Paraherquamide E is a paraherquamide alkaloid and 14C-deshydroxy paraherquamide analog found in Aspergillus aculeatus GC-147‑5 and Penicillium charlesii, with insecticidal and reproductive toxicant activity, high selectivity, and negligible toxicity to nontarget ladybugs[1][2].Paraherquamide E disrupts fatty acid synthesis, inhibits vitellogenin production, alters metabolic homeostasis, induces ovarian abnormalities, and causes Asian citrus psyllid mortality, while remaining inactive against Asian citrus psyllid cholinergic systems[1].
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Paraherquamide E | Paraherquamide E is a paraherquamide alkaloid and 14C-deshydroxy paraherquamide analog found in Aspergillus aculeatus GC-147‑5 and Penicillium charlesii, with insecticidal and reproductive toxicant activity, high selectivity, and negligible toxicity to nontarget ladybugs.Paraherquamide E disrupts fatty acid synthesis, inhibits vitellogenin production, alters metabolic homeostasis, induces ovarian abnormalities, and causes Asian citrus psyllid mortality, while remaining inactive against Asian citrus psyllid cholinergic systems. | |||||||||||||||||||||
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[1]. You M, et al. Discovery of Paraherquamide E as an Eco-Friendly Insecticide against Asian Citrus Psyllid from the Endophyte Aspergillus aculeatus GC-147-5 and Its Mode of Action. J Agric Food Chem. 2025 Oct 15;73(41):26101-26113.
[Content Brief] - [2]. Liesch JM, et al. Novel antinematodal and antiparasitic agents from Penicillium charlesii. II. Structure determination of paraherquamides B, C, D, E, F, and G. J Antibiot (Tokyo). 1990 Nov;43(11):1380-6. [Content Brief]
Keywords
