Lignans and Terpenoids From the Fruits of Vitex kwangsiensia and Their Inhibitory Activity on Nitric Oxide Production in Macrophages

Phytochemical investigation of the fruits from Vitex kwangsiensia led to the isolation of 18 constituents, including 6 lignans (1-6), 3 diterpenoids (7-9), 2 sesquiterpenoids (10, 11), 2 triterpenoids (16, 17), and 5 other compounds. Their structures were identified by spectroscopic methods (mass spectroscopy, infrared, UV, 1-dimensional and 2-dimensional nuclear magnetic resonance) and comparison with reported data in the literatures. Among these constituents, compound 1 was a new lignan and named as vitekwangin A. The spectroscopic data of 2 was reported herein for the first time, and given a trivial name vitekwangin B. The isolated lignans, diterpenoids, and sesquiterpenoids were evaluated for their inhibitory activity to prevent nitric oxide production in lipopolysaccharide-stimulated RAW264.7 macrophages.

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Polyketide Derivatives, Guhypoxylonols A–D from a Mangrove Endophytic Fungus Aspergillus sp. GXNU-Y45 That Inhibit Nitric Oxide Production

Marine Drugs ◽

10.3390/md20010005 ◽

2021 ◽

Vol 20 (1) ◽

pp. 5

Author(s):

Xiaoya Qin ◽

Jiguo Huang ◽

Dexiong Zhou ◽

Wenxiu Zhang ◽

Yanjun Zhang ◽

...

Keyword(s):

Nitric Oxide ◽

Inhibitory Activity ◽

Endophytic Fungus ◽

Spectroscopic Data ◽

Inflammatory Activity ◽

Nitric Oxide Production ◽

Oxide Production ◽

Mangrove Endophytic Fungus ◽

Ic50 Values ◽

Aspergillus Sp

Four undescribed compounds, guhypoxylonols A (1), B (2), C (3), and D (4), were isolated from the mangrove endophytic fungus Aspergillus sp. GXNU-Y45, together with seven previously reported metabolites. The structures of 1–4 were elucidated based on analysis of HRESIMS and NMR spectroscopic data. The absolute configurations of the stereogenic carbons in 1–3 were established through a combination of spectroscopic data and electronic circular dichroism (ECD). Compounds 1–11 were evaluated for their anti-inflammatory activity. Compounds 1, 3, 4, and 6 showed an inhibitory activity against the production of nitric oxide (NO), with the IC50 values of 14.42 ± 0.11, 18.03 ± 0.14, 16.66 ± 0.21, and 21.05 ± 0.13 μM, respectively.

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Nitric oxide production inhibitory activity of clerodane diterpenes from Monoon membranifolium

Natural Product Research ◽

10.1080/14786419.2021.1912044 ◽

2021 ◽

pp. 1-5

Author(s):

Isaraporn Polbuppha ◽

Virayu Suthiphasilp ◽

Tharakorn Maneerat ◽

Rawiwan Charoensup ◽

Thunwadee Limtharakul ◽

...

Keyword(s):

Nitric Oxide ◽

Inhibitory Activity ◽

Nitric Oxide Production ◽

Oxide Production ◽

Clerodane Diterpenes

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Inhibitory effect of the alkyl side chain of caffeic acid analogues on lipopolysaccharide-induced nitric oxide production in RAW264.7 macrophages

Bioorganic & Medicinal Chemistry ◽

10.1016/j.bmc.2008.07.006 ◽

2008 ◽

Vol 16 (16) ◽

pp. 7795-7803 ◽

Cited By ~ 52

Author(s):

Koji Uwai ◽

Yuu Osanai ◽

Takuma Imaizumi ◽

Syu-ichi Kanno ◽

Mitsuhiro Takeshita ◽

...

Keyword(s):

Nitric Oxide ◽

Caffeic Acid ◽

Inhibitory Effect ◽

Side Chain ◽

Nitric Oxide Production ◽

Alkyl Side Chain ◽

Oxide Production ◽

Raw264.7 Macrophages

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ChemInform Abstract: Suppression of Nitric Oxide Production on LPS/IFN-γ-Stimulated RAW264.7 Macrophages by a Novel Catechin, Pilosanol N, from Agrimonia pilosa Ledeb.

ChemInform ◽

10.1002/chin.201227204 ◽

2012 ◽

Vol 43 (27) ◽

pp. no-no ◽

Cited By ~ 1

Author(s):

Junsei Taira ◽

Wakana Ohmine ◽

Takayuki Ogi ◽

Hitoshi Nanbu ◽

Katsuhiro Ueda

Keyword(s):

Nitric Oxide ◽

Nitric Oxide Production ◽

Oxide Production ◽

Raw264.7 Macrophages ◽

Ifn Γ

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Cadinane sesquiterpenoids from the fungus Antrodiella albocinnamomea and their inhibitory activity against nitric oxide production

Phytochemistry ◽

10.1016/j.phytochem.2021.113081 ◽

2022 ◽

Vol 196 ◽

pp. 113081

Author(s):

Wei-Wei Yu ◽

Jin-Tao Ma ◽

Juan He ◽

Zheng-Hui Li ◽

Ji-Kai Liu ◽

...

Keyword(s):

Nitric Oxide ◽

Inhibitory Activity ◽

Nitric Oxide Production ◽

Oxide Production

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Diarylheptanoids of Curcuma comosa with Inhibitory Effects on Nitric Oxide Production in Macrophage RAW 264.7 Cells

Natural Product Communications ◽

10.1177/1934578x1501000123 ◽

2015 ◽

Vol 10 (1) ◽

pp. 1934578X1501000 ◽

Cited By ~ 1

Author(s):

Nilubon Sornkaew ◽

Yuan Lin ◽

Fei Wang ◽

Guolin Zhang ◽

Ratchanaporn Chokchaisiri ◽

...

Keyword(s):

Nitric Oxide ◽

Inhibitory Activity ◽

Raw 264.7 Cells ◽

Racemic Mixture ◽

Raw 264.7 ◽

Nitric Oxide Production ◽

Inhibitory Effects ◽

Curcuma Comosa ◽

Oxide Production ◽

Potent Inhibitory Activity

Eight new diarylheptanoids, a 1.2:1 mixture of (3S)- and (3 R)-1-(4-hydroxyphenyl)-7-phenyl-(4 E,6 E)-4,6-heptadien-3-ol (1a and 1b), a racemic mixture of (3S)- and (3 R)-1-(4-hydroxyphenyl)-3-methoxy-7-phenyl-(4 E,6 E)-4,6-heptadiene (2a and 2b), a ca. 1:1 mixture of (3S)- and (3 R)-1-(4-hydroxy-3-methoxyphenyl)-3-methoxy-7-phenyl)-(4 E,6 E)-4,6-heptadiene (3a and 3b), 3-acetoxy-1-(3,4-dihydroxyphenyl)-7-phenylheptan-5-ol (4), (3 R)-1-(4,5-dihydroxyphenyl)-7-phenyl-(6 E)-6-hepten-3,2′-epoxide (5), and thirteen known diarylheptanoids, 6-12, a 3:1 mixture of 13a and 13b, and 14-17, were isolated from the rhizomes of Curcuma comosa from Sakon Nakhon, northeastern part of Thailand. The isolated compounds were evaluated for their antiinflammatory activities on the inhibition of lipopolysaccharide-induced nitric oxide production in macrophage RAW 264.7 cells and the diarylheptanoids 1a and 1b mixture and 14 exhibited potent inhibitory activity.

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Sendai virus V protein decreases nitric oxide production by inhibiting RIG-I signaling in infected RAW264.7 macrophages

Microbes and Infection ◽

10.1016/j.micinf.2020.01.005 ◽

2020 ◽

Vol 22 (8) ◽

pp. 322-330

Author(s):

Naoko Morita ◽

Yukie Tanaka ◽

Erdenezaya Odkhuu ◽

Yoshikazu Naiki ◽

Takayuki Komatsu ◽

...

Keyword(s):

Nitric Oxide ◽

Sendai Virus ◽

Nitric Oxide Production ◽

V Protein ◽

Oxide Production ◽

Raw264.7 Macrophages

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A New Noriridoid and Six Phenolic Compounds from Rhopalocnemis phalloides

Natural Product Communications ◽

10.1177/1934578x1801301209 ◽

2018 ◽

Vol 13 (12) ◽

pp. 1934578X1801301 ◽

Cited By ~ 1

Author(s):

Nguyen Quang Hung ◽

Nguyen Thi Luyen ◽

Nguyen The Cuong ◽

Tran Huy Thai ◽

Nguyen Thanh Tung ◽

...

Keyword(s):

Nitric Oxide ◽

Phenolic Compounds ◽

Gallic Acid ◽

Protocatechuic Acid ◽

Inhibitory Effect ◽

Spectroscopic Methods ◽

Hydroxybenzoic Acid ◽

Nitric Oxide Production ◽

Oxide Production ◽

The Family

A rare noriridoid and six known phenolic compounds were isolated from the parasite plant Rhopalocnemis phalloides. Using spectroscopic methods, these compounds were identified as 10-acetoxy- cis-2-oxabicyclo[4.3.0]nonan-7-en-3-one (1), p-hydroxybenzoic acid (2), protocatechuic acid (3), gallic acid (4), coniferyl aldehyde (5), l- O-trans-cinnamoyl-β-D-glucoside (6), and coniferin (7). The noriridoid compound is the first reported from the family Balanophoraceae. Of the isolated compounds, coniferyl aldehyde had the strongest inhibitory effect on nitric oxide production (IC50 = 8.24 μM).

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