Some progress on the chemistry of natural bioactive terpenoids form Chinese medicinal plants

Bin, Zhou

doi:10.1590/s0074-02761991000600049

Cited by 34 publications

(19 citation statements)

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“…CSL, a quinone methide triterpenoid isolated from the Chinese ''thunder of god vine'' plant, was reported to exhibit immunosuppressive activities (41). CSL was also shown to induce the heat shock response and to elicit cytoprotection (42).…”

Section: Discussionmentioning

confidence: 99%

Preclinical Studies of Celastrol and Acetyl Isogambogic Acid in Melanoma

Abbas

Bhoumik

Dahl

et al. 2007

Clinical Cancer Research

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Purpose: Sensitize melanomas to apoptosis and inhibit their growth and metastatic potential by compounds that mimic the activities of activating transcription factor 2 (ATF2)-driven peptides. Experimental Design: Small-molecule chemical library consisting of 3,280 compounds was screened to identify compounds that elicit properties identified for ATF2 peptide, including (a) sensitization of melanoma cells to apoptosis, (b) inhibition of ATF2 transcriptional activity, (c) activation of c-Jun NH 2 -terminal kinase (JNK) and c-Jun transcriptional activity, and (d) inhibition of melanoma growth and metastasis in mouse models. Results: Two compounds, celastrol (CSL) and acetyl isogambogic acid, could, within a low micromolar range, efficiently elicit cell death in melanoma cells. Both compounds efficiently inhibit ATF2 transcriptional activities, activate JNK, and increase c-Jun transcriptional activities. Similar to the ATF2 peptide, both compounds require JNK activity for their ability to inhibit melanoma cell viability. Derivatives of CSL were identified as potent inducers of cell death in mouse and human melanomas. CSL and a derivative (CA19) could also efficiently inhibit growth of human and mouse melanoma tumors and reduce the number of lung metastases in syngeneic and xenograft mouse models. Conclusions: These studies show for the first time the effect of CSL and acetyl isogambogic acid on melanoma. These compounds elicit activities that resemble the well-characterized ATF2 peptide and may therefore offer new approaches for the treatment of this tumor type.

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Section: Discussionmentioning

confidence: 99%

Preclinical Studies of Celastrol and Acetyl Isogambogic Acid in Melanoma

Abbas

Bhoumik

Dahl

et al. 2007

Clinical Cancer Research

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“…The root bark of P. kaempferi has been used as antifungal remedy in traditional Chinese medicine for a long time, and more recently, its major constituents have been isolated and characterized (10,11). PAB is the major antifungal constituent (10).…”

Section: Discussionmentioning

confidence: 99%

“…1A) and pseudolaric acid B (PAB; Fig. 1B) as the major biologically active components (10,11). Besides antifungal activities, studies on PAA and PAB revealed that they also display antifertility effects (12).…”

mentioning

confidence: 99%

Pseudolaric Acid B, a Novel Microtubule-Destabilizing Agent That Circumvents Multidrug Resistance Phenotype and Exhibits Antitumor Activity In vivo

Wong

Chiu

Chung

et al. 2005

Clinical Cancer Research

104

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Purpose: Pseudolaric acid B (PAB) is the major bioactive constituent in the root bark of Pseudolarix kaempferi that has been used as an antifungal remedy in traditional Chinese medicine. Previous studies showed that PAB exhibited substantial cytotoxicity. The aims of this study were to elucidate the molecular target of PAB, to examine its mechanism of action, and to evaluate the efficacy of this compound in vivo. Experimental Design: The effect of PAB on cell growth inhibition toward a panel of cancer cell lines was assayed. Cell cycle analysis, Western blotting, immunocytochemistry, and apoptosis analysis were carried out to examine the mechanism of action.Tubulin polymerization assays were conducted to examine the interactionbetween PAB and tubulin. AP-glycoprotein^overexpressing cell line was used to evaluate the efficacy of PAB toward multidrug-resistant phenotypes. In vivo efficacy of PAB was evaluated by the murine xenograft model. Results: PAB induces cell cycle arrest at G 2 -M transition, leading to apoptosis.The drug disrupts cellular microtubule networks and inhibits the formation of mitotic spindles. Polymerization of purified bovine brain tubulin was dose-dependently inhibited by PAB. Furthermore, PAB circumvents the multidrug resistance mechanism, displaying notable potency also in P-glycoproteinô verexpressing cells. Finally, we showed that PAB is effective in inhibiting tumor growth in vivo. Conclusions: We identified the microtubules as the molecular target of PAB. Furthermore, we showed that PAB circumvents P-glycoprotein overexpression-induced drug resistance and is effective in inhibiting tumor growth in vivo. Our work will facilitate the future development of PAB as a cancer therapeutic.

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“…Triptoquinone A (47) appears to be a competitive antagonist of leukotriene D 4 (Xu et al, 1997) and was effective in the adjuvant-induced arthritic rat model (Takaishi et al, 1992b;Shishido et al, 1994). Also, 47 and triptoquinone B (48) inhibited growth of P-388 leukemia cells in vitro (Zhou, 1991;Shen and Zhou, 1992a). Three compounds, quinone 21 (=triptoquinonide) (46), 48, and triptoquinone H (53), moderately inhibited replication in two human tumor cell lines (Tanaka et al, 2004).…”

Section: Insecticidal Activitymentioning

confidence: 99%

Medicinal chemistry and pharmacology of genus Tripterygium (Celastraceae)

et al. 2007

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Plants in the genus Tripterygium, such as Tripterygium wilfordii Hook. f., have a long history of use in traditional Chinese medicine. In recent years there has been considerable interest in the use of Tripterygium extracts and of the main bioactive constituent, the diterpene triepoxide triptolide (1), to treat a variety of autoimmune and inflammation-related conditions. The main mode of action of the Tripterygium extracts and triptolide (1) is the inhibition of expression of proinflammatory genes such as those for interleukin-2 (IL-2), inducible nitric oxide synthase (iNOS), tumor necrosis factor-α (TNF-α), cyclooxygenase-2 (COX-2) and interferon-gamma (IFN-γ). The efficacy and safety of certain types of Tripterygium extracts were confirmed in human clinical trials in the US and abroad. Over 300 compounds have been identified in the genus Tripterygium, and many of these have been evaluated for biological activity. The overall activity of the extract is based on the interaction between its components. Therefore, the safety and efficacy of the extract cannot be fully mimicked by any individual constituent. This review discusses the biochemical composition and biological and pharmacological activities of Tripterygium extracts, and their main bioactive components.

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Some progress on the chemistry of natural bioactive terpenoids form Chinese medicinal plants

Cited by 34 publications

References 0 publications

Preclinical Studies of Celastrol and Acetyl Isogambogic Acid in Melanoma

Preclinical Studies of Celastrol and Acetyl Isogambogic Acid in Melanoma

Pseudolaric Acid B, a Novel Microtubule-Destabilizing Agent That Circumvents Multidrug Resistance Phenotype and Exhibits Antitumor Activity In vivo

Medicinal chemistry and pharmacology of genus Tripterygium (Celastraceae)

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