Novel Lipoxygenase Inhibitors, Tetrapetalone B, C, and D from<i>Streptomyces</i>sp.

Komoda, Toshikazu; Kishi, Madoka; Abe, Naoki; Sugiyama, Yasumasa; Hirota, Akira

doi:10.1271/bbb.68.903

Cited by 41 publications

(32 citation statements)

References 10 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Lipoxygenase is a family of key enzymes that produce inflammatory leukotrienes, lipoxins, and hydroxyeicosatetraenoic acids in a number of pathophysiological processes such as asthma, psoriasis, cancer metastasis, and atherosclerosis (Henderson, 1994;Lewis et al, 1990;Samuelsson, 1983). Due to the involvement of this enzyme in various inflammation-related processes, there is a considerable interest in examining whether natural products can inhibit the lipoxygenase pathway in arachidonic cascade (Gleason et al, 1986;Ling et al, 2003;Komoda et al, 2004).…”

Section: Introductionmentioning

confidence: 99%

Inhibitory effects of the ethyl acetate extract from bulbs ofScilla scilloideson lipoxygenase and hyaluronidase activities

Nishida

Sugahara

Wada

et al. 2014

Pharmaceutical Biology

View full text Add to dashboard Cite

Context: Scilla scilloides Druce (Liliaceae) is a folk medicine to treat dermal inflammation; however, the medicinal properties of this plant have not been completely established. Objective: The current study investigates the potent anti-inflammatory effects of S. scilloides bulbs for its traditional usage using lipoxygenase and hyaluronidase as the inflammation model. To gain insight into the active constituents, nine homoisoflavones (1-9) were subsequently tested. Materials and methods: Lipoxygenase and hyaluronidase inhibition of ethyl acetate extract from the bulbs of this plant within 2000 mg/mL or homoisoflavones within 1000 mM were determined by colorimetric methods. RAW264.7 cells were incubated with 10 or 50 mM homoisoflavones plus lipopolysaccharide (LPS) for 24 h. The culture media were collected and analyzed for determination of the nitric oxide (NO) level by the colorimetric Griess method to measure the extent of inflammation. Results: The extract exhibited inhibitory effects on lipoxygenase and hyaluronidase activities with IC 50 values 31.5 and 169 mg/mL, respectively. Among the nine homoisoflavones tested, four (1 and 3-5) resulted in 79.3-97.9% higher lipoxygenase inhibition than 6.7-32.7% of the others at 500 mM. Calculated IC 50 values indicated 5 as the compound responsible for strong lipoxygenase inhibition with 15.8 mM as the IC 50 value. In the hyaluronidase assay, all homoisoflavones tested at 1000 mM demonstrated 16.2-58.0% inhibition. Incubating the cells in the presence of all nine homoisoflavones tested at 50 mM significantly suppressed the NO production, downward to 1.5-66.0%, in the LPS-activated macrophage cells as a model. Discussion and conclusion: These results may indicate a potential role of S. scilloides for anti-inflammatory purposes.

show abstract

Section: Introductionmentioning

confidence: 99%

Inhibitory effects of the ethyl acetate extract from bulbs ofScilla scilloideson lipoxygenase and hyaluronidase activities

Nishida

Sugahara

Wada

et al. 2014

Pharmaceutical Biology

View full text Add to dashboard Cite

show abstract

“…Like human lipoxygenases (LOX) such as 5-LOX (Allgayer et al, 1984), the soybean lipoxygenase (SBL) also catalyzes oxidation of linoleic acid, arachidonic acid and other unsaturated fatty acids (Komoda et al, 2004). Therefore, the SBL inhibition assay can be used for the detection of substances which might also act as inhibitors of mammalian lipoxygenases, such as 5-LOX.…”

Section: Introductionmentioning

confidence: 99%

Lipoxygenase inhibitory activity of crude bark extracts and isolated compounds from Commiphora berryi

Kumari¹,

Arumugam²,

Selvamani³

et al. 2011

Journal of Ethnopharmacology

View full text Add to dashboard Cite

“…In this connection, recently we isolated five tetrapetalone lipoxygenase inhibitors (tetrapetalone A, B, C, D, and ansaetherone) from a culture of the Streptomyces sp. 4,5) Here we describe 6 0 -hydroxyoxosorbicillinol (1, C 14 H 16 O 6 ), which was isolated from a culture of the Penicillium sp. 06T121 strain, along with the cultivation of the strain and the purification, structural elucidation, and inhibitory activity of 1 against lipoxygenase.…”

mentioning

confidence: 99%

6'-Hydroxyoxosorbicillinol, a New Lipoxygenase Inhibitor and PGD₂/LTB₄Release Suppressor fromPenicilliumsp.

Komoda

Nishikawa

2012

Bioscience, Biotechnology, and Biochemistry

Self Cite

View full text Add to dashboard Cite

A new lipoxygenase inhibitor, 60 -hydroxyoxosorbicillinol (1, C 14 H 16 O 6 ), was identified from a culture of Penicillium sp. A known compound, oxosorbicillinol (2, C 14 H 16 O 5 ), was also isolated. Compound 1 showed an approximately 10 times greater inhibitory effect on soybean lipoxygenase (IC 50 , 16M) than 2 (IC 50 , 150 M), and also showed prostaglandin D 2 (PGD 2 ) and leucotriene B 4 (LTB 4 ) release suppression activity (IC 50 , 10 M for PGD 2 and 100 M for LTB 4 ).

show abstract

Novel Lipoxygenase Inhibitors, Tetrapetalone B, C, and D fromStreptomycessp.

Cited by 41 publications

References 10 publications

Inhibitory effects of the ethyl acetate extract from bulbs ofScilla scilloideson lipoxygenase and hyaluronidase activities

Inhibitory effects of the ethyl acetate extract from bulbs ofScilla scilloideson lipoxygenase and hyaluronidase activities

Lipoxygenase inhibitory activity of crude bark extracts and isolated compounds from Commiphora berryi

6'-Hydroxyoxosorbicillinol, a New Lipoxygenase Inhibitor and PGD₂/LTB₄Release Suppressor fromPenicilliumsp.

Contact Info

Product

Resources

About

Novel Lipoxygenase Inhibitors, Tetrapetalone B, C, and D fromStreptomycessp.

Cited by 41 publications

References 10 publications

Inhibitory effects of the ethyl acetate extract from bulbs ofScilla scilloideson lipoxygenase and hyaluronidase activities

Inhibitory effects of the ethyl acetate extract from bulbs ofScilla scilloideson lipoxygenase and hyaluronidase activities

Lipoxygenase inhibitory activity of crude bark extracts and isolated compounds from Commiphora berryi

6'-Hydroxyoxosorbicillinol, a New Lipoxygenase Inhibitor and PGD2/LTB4Release Suppressor fromPenicilliumsp.

Contact Info

Product

Resources

About

6'-Hydroxyoxosorbicillinol, a New Lipoxygenase Inhibitor and PGD₂/LTB₄Release Suppressor fromPenicilliumsp.