Natural Products from Isodon pharicus

7α,20-Epoxy-ent-kaurane Diterpenoids from the Aerial Parts of Isodon pharicus.[Pubmed: 29286250]

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19-oxygenated ent-kaurane diterpenoids from Isodon pharicus.[Pubmed: 21964815]

Eight new 19-oxygenated ENT-kaurane diterpenoids were isolated from the aerial parts of Isodon pharicus. Their structures were determined by means of extensive spectroscopic techniques including interpretation of 1D and 2D NMR spectra. Selected compounds were evaluated for their cytotoxicity against NB4, A549, PC-3, MCF-7, and SH-SY5Y cell lines.

Pharicin B stabilizes retinoic acid receptor-α and presents synergistic differentiation induction with ATRA in myeloid leukemic cells.[Pubmed: 20739655]

All-trans retinoic acid (ATRA), a natural ligand for the retinoic acid receptors (RARs), induces clinical remission in most acute promyelocytic leukemia (APL) patients through the induction of differentiation and/or eradication of leukemia-initiating cells. Here, we identify a novel natural ent-kaurene diterpenoid derived from Isodon pharicus leaves, called pharicin B, that can rapidly stabilize RAR-α protein in various acute myeloid leukemic (AML) cell lines and primary leukemic cells from AML patients, even in the presence of ATRA, which is known to induce the loss of RAR-α protein. Pharicin B also enhances ATRA-dependent the transcriptional activity of RAR-α protein in the promyelocytic leukemia-RARα-positive APL cell line NB4 cells. We also showed that pharicin B presents a synergistic or additive differentiation-enhancing effect when used in combination with ATRA in several AML cell lines and, especially, some primary leukemic cells from APL patients. In addition, pharicin B can overcome retinoid resistance in 2 of 3 NB4-derived ATRA-resistant subclones. These findings provide a good example for chemical biology-based investigations of pathophysiological and therapeutic significances of RAR-α and PML-RAR-α proteins. The effectiveness of the ATRA/pharicin B combination warrants further investigation on their use as a therapeutic strategy for AML patients.

ent-Kaurane diterpenoids from Isodon pharicus.[Pubmed: 19425589]

Phytochemical investigation of the aerial parts of Isodon pharicus led to the isolation of 13 new ent-kaurane diterpenoids, compounds 1-13, together with 12 known analogues (14-25). The structures of the new compounds were determined by means of extensive spectroscopic techniques including interpretation of 1D and 2D NMR spectra. Selected compounds were evaluated for their cytotoxicity against NB4, A549, PC-3, MCF-7, and SH-SY5Y cell lines.

[The structures elucidation of isodopharicin D and F].[Pubmed: 11938966]

Two new compounds were isolated from Isodon pharicus (Prain) Murata. Their structures were determined to be 3 alpha, 11 beta, 13 alpha-trihydroxy-entkaur-16-en-15-one (1), named isodopharicin D, and 11 beta, 13 alpha, 15 alpha-trihydroxy-entkaur-16-en-3 alpha-beta-D-glucoside (2), named isodopharicin F by chemical and spectral evidence.

[Chemical constituents of Isodon pharicus (Prain) Murata].[Pubmed: 11243184]

Two compounds were isolated from Isodon pharicus. Their structures were elucidated as 11 beta, 13 alpha, 15 alpha-trihydroxy-entkaur-16-en-3 alpha-(beta-D-glucoside) (named isodopharicin F) and eugenyl-beta-D-glucopyranoside by spectral data and chemical evidence.