Hypoestoxide, a Novel Anti-inflammatory Natural Diterpene, Inhibits the Activity of IκB Kinase

Ojo-Amaize, Emmanuel A.; Kapahi, Pankaj; Kakkanaiah, Vellalore N.; Takahashi, Takayuki; Shalom‐Barak, Tali; Cottam, Howard B.; Adesomoju, Akinbo A.; Nchekwube, Emeka J.; Oyemade, Olusola A.; Karin, Michael; Okogun, Joseph I.

doi:10.1006/cimm.2001.1798

Cited by 48 publications

(33 citation statements)

References 30 publications

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“…Hypoestoxide (HE, 11 ), a natural diterpenoid [a bicyclo (9, 3, 1) pentadecane], derived from Hypoestoes rosea growing in Nigeria [44] has been reported to be a potent nonsteroidal anti-inflammatory drug. This compound is also reported to be non mutagenic and possesses antiangiogenic and antitumor activities, also inhibiting the activity of IκB kinase [45], [46]. Other potent anticancer compounds have been isolated from Gaillardia aristata growing in Egypt [47].…”

Section: Resultsmentioning

confidence: 99%

AfroDb: A Select Highly Potent and Diverse Natural Product Library from African Medicinal Plants

et al. 2013

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Computer-aided drug design (CADD) often involves virtual screening (VS) of large compound datasets and the availability of such is vital for drug discovery protocols. We assess the bioactivity and “drug-likeness” of a relatively small but structurally diverse dataset (containing >1,000 compounds) from African medicinal plants, which have been tested and proven a wide range of biological activities. The geographical regions of collection of the medicinal plants cover the entire continent of Africa, based on data from literature sources and information from traditional healers. For each isolated compound, the three dimensional (3D) structure has been used to calculate physico-chemical properties used in the prediction of oral bioavailability on the basis of Lipinski’s “Rule of Five”. A comparative analysis has been carried out with the “drug-like”, “lead-like”, and “fragment-like” subsets, as well as with the Dictionary of Natural Products. A diversity analysis has been carried out in comparison with the ChemBridge diverse database. Furthermore, descriptors related to absorption, distribution, metabolism, excretion and toxicity (ADMET) have been used to predict the pharmacokinetic profile of the compounds within the dataset. Our results prove that drug discovery, beginning with natural products from the African flora, could be highly promising. The 3D structures are available and could be useful for virtual screening and natural product lead generation programs.

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Section: Resultsmentioning

confidence: 99%

AfroDb: A Select Highly Potent and Diverse Natural Product Library from African Medicinal Plants

et al. 2013

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“…Among the polyphenols that have been shown to modulate pro-inflammatory gene expression are curcumin (Jobin et al, 1999), apigenin (Wang et al, 2014), resveratrol (Kundu et al, 2006), quercetin (Endale et al, 2013), silymarin (Saliou et al, 1998) cinnamaldehyde (Reddy et al, 2004), pathenolode (Saadane et al, 2007), ergolide (Chun et al, 2007), 2β,5-epoxy-5,10-dihydroxy-6α-angeloyloxy-9β-isobutyloxy-germacran-8α,12-olide (Lee et al, 2011), andalusol (Heras et al, 1999), ent-kaur-16-ene-19-oic acid (Wu et al, 2013), kamebanin (Hwang et al, 2001), kamebacetal A (Hwang et al, 2001), kamebakaurin (Hwang et al, 2001), excisanin A (Hwang et al, 2001), hypoestoxide(Ojo-Amaize et al, 2001), helenalin (Lyss et al, 1997), pristimerin (Tiedemann et al, 2009), epigallocatechin gallate (Kim et al, 2010), avicin (Haridas et al, 2001), capsaicin (Singh et al, 1996), and oleandrin (Sreenivasan et al, 2003), just to name a few. In this opinion paper, we will focus on curcumin as the prime example as the manuscript format does not allow to elaborate on the specific targets of each of the compounds in the NF-κB pathway.…”

Section: Anti-inflammatory Activity Of Plant Polyphenolsmentioning

confidence: 99%

Plant polyphenols as inhibitors of NF-ÎºB induced cytokine productionâ€”a potential anti-inflammatory treatment for Alzheimer's disease?

Karunaweera

Raju

Gyengési

et al. 2015

Front. Mol. Neurosci.

135

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“…Acanthoic acid IkBa phosphorylation [60] Hepatic fibrosis [61], inflammation [60,61] Andalusol IKKb and NIK inhibition [78] Inflammation [78] Carnosol IkBa phosphorylation [62] Metastasis [63], inflammation [62] Ginkgolides DNA binding [66] Neuroprotection [65], ovarian cancer [64], inflammation [66] Hypoestoxide IKKb inhibition [79] Inflammation and edema [79], colorectal cancer [80] Kahweol IKK inhibition, IkB degradation [69] Cancer [70], inflammation [68,69] Kamebakaurin p50 protein modification [81] Arthritis [82], lymphocytic leukemia [83] Oridonin DNA binding [87] Leukemia [85], immunosuppression [86] Ponicidin DNA binding [87] Breast cancer [84], inflammation [87] Tanshinone IIA IKKa/b and NIK inhibition [72] Breast cancer [71], inflammation [72] Triptolide IkBa phosphorylation, DNA binding [73] Inflammatory diseases [2,74,75] Cell. Mol.…”

Section: Nf-kb Inhibition Therapeutic Indicationsmentioning

confidence: 99%

“…Hypoestoxide, a cyclic diterpene from Hypoestes rosea, has also been reported to inhibit the IKKb activation and inflammatory responses [79] as well as colorectal cancer [80].…”

Section: Hypoestoxidementioning

confidence: 99%

Terpenoids: natural inhibitors of NF-κB signaling with anti-inflammatory and anticancer potential

Salminen

Lehtonen

Suuronen³

et al. 2008

Cell. Mol. Life Sci.

372

252

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Traditional medicine has been a fertile source for revealing novel lead molecules for modern drug discovery. In plants, terpenoids represent a chemical defense against environmental stress and provide a repair mechanism for wounds and injuries. Interestingly, effective ingredients in several plant-derived medicinal extracts are also terpenoid compounds of monoterpenoid, sesquiterpenoid, diterpenoid, triterpenoid and carotenoid groups. Inflammatory diseases and cancer are typical therapeutic indications of traditional medicines. Thus folk medicine supports the studies which have demonstrated that plant-derived terpenoid ingredients can suppress nuclear factor-kappaB (NF-kappaB) signaling, the major regulator in the pathogenesis of inflammatory diseases and cancer.We review the extensive literature on the different types of terpenoid molecules, totalling 43, which have been verified both inhibiting the NF-kappaB signaling and suppressing the process of inflammation and cancer. It seems that during evolution, plants have established a terpene-based host defense which also represents a cornucopia of effective therapeutic compounds for common human diseases.

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Hypoestoxide, a Novel Anti-inflammatory Natural Diterpene, Inhibits the Activity of IκB Kinase

Cited by 48 publications

References 30 publications

AfroDb: A Select Highly Potent and Diverse Natural Product Library from African Medicinal Plants

AfroDb: A Select Highly Potent and Diverse Natural Product Library from African Medicinal Plants

Plant polyphenols as inhibitors of NF-ÎºB induced cytokine productionâ€”a potential anti-inflammatory treatment for Alzheimer's disease?

Terpenoids: natural inhibitors of NF-κB signaling with anti-inflammatory and anticancer potential

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