Natural Products from Pieris formosa

[Chemical constituents from roots of Pieris formosa and their bioactivity].[Pubmed: 29676095]

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New Antifeedant Grayanane Diterpenoids from the Flowers of Pieris formosa.[Pubmed: 28858256]

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Pierisketolide A and Pierisketones B and C, Three Diterpenes with an Unusual Carbon Skeleton from the Roots of Pieris formosa.[Pubmed: 28151673]

Pierisketolide A (1) and pierisketones B and C (2 and 3), three diterpenes with an unusual A-homo-B-nor-ent-kaurane carbon skeleton, were isolated from the roots of Pieris formosa. Their structures were characterized by a series of spectroscopic methods, X-ray diffraction, and electronic circular dichroism (ECD). Pierisketolide A (1) exhibited an analgesic effect with a 45% writhe inhibition rate at a dose of 10.0 mg/kg. The plausible biosynthetic pathways of 1-3 are proposed.

Pierisformotoxins A-D, polyesterified grayanane diterpenoids from Pieris formosa and their cAMP-decreasing activities.[Pubmed: 23776021]

Four highly acylated diterpenoids, designated as pierisformotoxins A-D (1-4, resp.), along with 26 known compounds, were isolated from the flowers of Pieris formosa. Among them, pierisformotoxins A and B (1 and 2, resp.) were new highly acylated grayanane diterpenoids, of which the five-membered ring A has undergone an oxidative cleavage between C(3) and C(4), followed by lactonization, to give rise to a five-membered lactone ring between C(3) and C(5), differing from the previously reported grayanane diterpenoids with a 5/7/6/5 ring system. Results of the cAMP-regulation-activity assay showed that pierisformotoxin C (3) at 10 μM (inhibitory ratio (IR): 10.1%) or 2 μM (9.8%), and pierisformotoxin B (2) at 50 μM (13.9%) significantly decreased the cAMP level in N1E-115 neuroblastoma cells (p<0.05).

Three new highly acylated 3,4-seco-grayanane diterpenoids from the fruits of Pieris formosa.[Pubmed: 21467681]

Phytochemical investigation on the fruits of Pieris formosa resulted in the isolation of three new highly acylated 3,4-seco-grayanane diterpenoids, pierisformotoxins E-G (1-3). Their structures were elucidated on the basis of extensive spectroscopic analysis, including 1D-, 2D-NMR, electrospray ionization-mass spectra (ESI-MS) and high resolution (HR)-MS.

Novel polyesterified 3,4-seco-grayanane diterpenoids as antifeedants from Pieris formosa.[Pubmed: 20405952]

Pieris formosa is a poisonous plant to livestock and is used as an insecticide in rural areas of China. Two novel polyesterified 3,4-seco-grayanane diterpenoids, pierisoids A and B (1 and 2), were isolated from its flowers and were identified by spectroscopic analysis and X-ray diffraction. Both compounds showed obvious antifeedant activity against cotton bollworm, indicating their toxic properties, suggesting a defensive role of polyesterified 3,4-seco-grayanane diterpenoids for P. formosa against herbivores.

New grayanol diterpenoid and new phenolic glucoside from the flowers of Pieris formosa.[Pubmed: 20390746]

A new grayanol diterpenoid, grayanotoxin XXII (1), and a new phenolic glucoside, benzyl 2-hydroxy-4-O-[beta-xylopyranosyl(1'' --> 6')-beta-glucopyranosyl]-benzoate (2), were isolated from the flowers of Pieris formosa. Their structures were determined on the basis of spectroscopic analysis and chemical methods.