Abstract
Palmarumycin B6 and its regioisomer were synthesized via 7- and 13-step routes using 2-chlorophenol and 4-chlorophenyl methyl ether as the starting materials in overall yields of 2.7% and 12%, respectively. Their structures were characterized by 1H and 13C NMR, HRESIMS, and X-ray diffraction data. The structure of palmarumycin B6 was revised as 6-chloropalmarumycin CP17. The bioassay results showed that the larvicidal activity of palmarumycin B6 with an LC50 value of 32.7 μM was significantly higher than that of its 8-chloro isomer, with an LC50 value of 227.3 μM.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Insecticides / chemical synthesis
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Insecticides / chemistry*
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Insecticides / toxicity
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Larva / drug effects
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Naphthalenes / chemical synthesis
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Naphthalenes / chemistry*
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Naphthalenes / toxicity
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Plant Extracts / chemistry
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Plant Leaves / chemistry
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Spectrometry, Mass, Electrospray Ionization
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Spiro Compounds / chemical synthesis
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Spiro Compounds / chemistry*
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Spiro Compounds / toxicity
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Structure-Activity Relationship
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X-Ray Diffraction
Substances
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Insecticides
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Naphthalenes
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Plant Extracts
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Spiro Compounds
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palmarumycin b6