Methyl 4-hydroxy-3-(3'-methyl-2'-butenyl)benzoate, major insecticidal principle from Piper guanacastensis.

doi:10.1021/NP960601X

Paper

Methyl 4-hydroxy-3-(3'-methyl-2'-butenyl)benzoate, major insecticidal principle from Piper guanacastensis.

Published Mar 21, 1997 · R. Pereda-Miranda, C. Bernard, T. Durst

Journal of natural products

Q1 SJR score

36

Citations

1

Influential Citations

Full textSemantic Scholar

Abstract

The CHCl3-soluble extract of Piper guanacastensis (Piperaceae) was found to have noteworthy insecticidal activity to Aedes atropalpus mosquito larvae (LC50 80.5 micrograms/mL). Bioassay-guided fractionation afforded methyl 4-hydroxy-3-(3'-methyl-2'-butenyl)benzoate (1) as the major bioactive constituent (LC50 20.5 micrograms/mL). The separation of compound 1 from its transesterification artifact (2), ethyl 4-hydroxy-3-(3'-methyl-2'-butenyl)benzoate, was achieved by recycling reversed-phase HPLC. The flavonoids acacetin, chrysin, and pinostrobin were also isolated from the active fraction but did not display insecticidal properties.

In Vitro Study

Study Snapshot

Methyl 4-hydroxy-3-(3'-methyl-2'-butenyl)benzoate is the major insecticidal principle from Piper guanacastensis, with flavonoids acacetin, chrysin, and pinostrobin showing no such properties.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Paper

Methyl 4-hydroxy-3-(3'-methyl-2'-butenyl)benzoate, major insecticidal principle from Piper guanacastensis.

Sign up to use Study Snapshot

References

The Healing Forest: Medicinal and Toxic Plants of the Northwest Amazonia

This book catalogs nearly 1500 medicinal and toxic plant species in the Northwest Amazon, showcasing Richard Evans Schultes' extensive ethnobotanical research.

Citations

A glyoxylate-containing benzene derivative and butenolides from a marine algicolous fungus Aspergillus sp. SCSIO 41304

Aspulvinone H (4), a new glyoxylate-containing benzene derivative from Aspergillus sp. SCSIO 41304, shows moderate inhibition against acetylcholinesterase and pancreatic lipase, with potential antibacterial and enzyme inhibitory activities

Structure Revision of Four Classes of Prenylated Aromatic Natural Products Based on a Rule for Diagnostic 13C NMR Chemical Shifts.

A rule for rapid determination of four classes of prenylated aromatic compounds based on 13C NMR data can rapidly correct errors in their structures.

Acacetin, a flavone with diverse therapeutic potential in cancer, inflammation, infections and other metabolic disorders.

Acacetin shows potential in treating various diseases by exhibiting strong anti-inflammatory and anti-cancer properties, but further scientific evidence is needed to validate its effectiveness in inflammation and cancer models.

Acacetin—A simple flavone exhibiting diverse pharmacological activities

Acacetin, a naturally occurring flavonoid, exhibits diverse pharmacological properties, including neuroprotective, cardioprotective, anticancer, anti-inflammatory, antidiabetic, and antimicrobial activities.

Isolation of a larvicidal compound from Piper solmsianum C.DC. (Piperaceae)

Eupomatenoid-6, a compound from Piper solmsianum, is a potent insecticide with low toxicity for mammals, offering a potential alternative to current insecticides.

Studies on the alkylation of phenolate in an organofluorine solvent and its application to the synthesis of myrsinoic acids A and E

Organofluorine solvents are effective alternatives to conventional nondissociating solvents for organic reactions, suppressing undesirable side reactions and enabling the synthesis of bioactive terpenylated phenolic natural products.

Change in chemical constituents and free radical-scavenging activity during Pear (Pyrus pyrifolia) cultivar fruit development

Pear fruit develops a higher free radical-scavenging activity in immature stages, with phenolic contents decreasing gradually as the fruit matures.

New Cholinesterase Inhibitory Constituents from Lonicera quinquelocularis

Lonicera quinquelocularis contains three new cholinesterase inhibitory compounds, with IC50 values of 1.65, 3.43, and 9.84 M, respectively, while compounds 2 and 4 show weak inhibition profiles.