Obovatol is a natural product isolated from the leaves of *Olea europaea* (olive tree). It exhibits various biological activities, including anti-inflammatory, antioxidant, and anticancer properties. Its synthesis involves complex multi-step reactions starting from readily available starting materials. Obovatol is studied due to its potential therapeutic applications, particularly in the treatment of inflammatory diseases and cancer. Its antioxidant activity is attributed to its ability to scavenge free radicals and protect cells from oxidative damage. The compound's anticancer activity is associated with its ability to inhibit cell proliferation and induce apoptosis in cancer cells.'
obovatol: antineoplastic agent from Magnolis obovata; structure given in first source
ID Source | ID |
---|---|
PubMed CID | 100771 |
CHEMBL ID | 491809 |
SCHEMBL ID | 454929 |
MeSH ID | M0111768 |
Synonym |
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obovatol |
83864-78-2 |
nsc-364150 |
nsc364150 |
1,2-benzenediol, 5-(2-propenyl)-3-(4-(2-propenyl)phenoxy)- |
5-prop-2-enyl-3-(4-prop-2-enylphenoxy)benzene-1,2-diol |
CHEMBL491809 |
obovator |
h6szx78nxa , |
4',5-diallyl-2,3-dihydroxybiphenyl ether |
unii-h6szx78nxa |
nsc 364150 |
SCHEMBL454929 |
obvatol |
5-allyl-3-(4-allylphenoxy)benzene-1,2-diol |
Q15634039 |
DTXSID601003992 |
5-(prop-2-en-1-yl)-3-[4-(prop-2-en-1-yl)phenoxy]benzene-1,2-diol |
AC-36774 |
1,2-benzenediol, 5-(2-propenyl)-3-[4-(2-propenyl)phenoxy]- |
5-(2-propen-1-yl)-3-[4-(2-propen-1-yl)phenoxy]-1,2-benzenediol |
AKOS040760602 |
FS-8182 |
Obovatol has various biological activities, including anti-proliferative, neurotrophic, anti-fibrillogenic and anti-platelet. It also has been reported biological activities such as muscle relaxative,Anti-gastric ulcer and Anti-allergic activities.
Obovatol (10, 15, 20, 25 microM) inhibits cancer cell growth in the absence or the presence of tumor necrosis factor-alpha (TNF-alpha , 10 ng/ml) and tetradecanoyl phorbol acetate (TPA 10 or 50 nM) in a concentration-dependent manner through induction of apoptotic cell death. Treatment blocked the cell cycle in G1 phase by down-regulating the expression of cyclins and CDKs.
Excerpt | Reference | Relevance |
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"Obovatol was treated to macrophages with inflammasome triggers, and secretions of interleukin (IL)-1β, IL-18, and caspase-1 were measured as readouts of inflammasome activation. " | ( Obovatol inhibits NLRP3, AIM2, and non-canonical inflammasome activation. Ahn, H; Han, BC; Jung, EM; Kang, SG; Kim, J; Kim, JC; Lee, GS; Lee, J; Lee, SH; Shin, H; Yang, H, 2019) | 3.4 |
"The obovatol-treated groups (100 microg and 1mg: 0.14+/-0.04 and 0.09+/-0.03 mm2, respectively) showed significant reduction in neointimal formation versus the control group (0.17+/-0.02 mm2)." | ( Obovatol from Magnolia obovata inhibits vascular smooth muscle cell proliferation and intimal hyperplasia by inducing p21Cip1. Hong, JT; Kim, DW; Kwon, BM; Kwon, JS; Lee, JJ; Lee, SH; Lim, Y; Park, RK; Yoo, HS; Yun, YP, 2010) | 2.28 |
"Treatment with obovatol blocked the cell cycle in G1 phase by down-regulating the expression of cyclins and CDKs, and selectively up-regulating the expression of p21Cip1, a well-known CDK inhibitor." | ( Obovatol from Magnolia obovata inhibits vascular smooth muscle cell proliferation and intimal hyperplasia by inducing p21Cip1. Hong, JT; Kim, DW; Kwon, BM; Kwon, JS; Lee, JJ; Lee, SH; Lim, Y; Park, RK; Yoo, HS; Yun, YP, 2010) | 2.14 |
"Treatment of obovatol (10, 15, 20, 25 microM) inhibits cancer cell growth in the absence or the presence of tumor necrosis factor-alpha (TNF-alpha , 10 ng/ml) and tetradecanoyl phorbol acetate (TPA 10 or 50 nM) in a concentration-dependent manner through induction of apoptotic cell death." | ( Growth inhibitory effects of obovatol through induction of apoptotic cell death in prostate and colon cancer by blocking of NF-kappaB. Hong, JT; Jung, JK; Lee, BS; Lee, SY; Moon, DC; Song, HS; Yoon, DY; Yuk, DY, 2008) | 0.99 |
Excerpt | Reference | Relevance |
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" Their conditioned media were toxic to SH-SY5Y cells." | ( Effects of obovatol on GSH depleted glia-mediated neurotoxicity and oxidative damage. Kwon, BM; Lee, M; McGeer, E; McGeer, PL; Suk, K, 2012) | 0.77 |
Excerpt | Reference | Relevance |
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" On this basis, the chemical components of XECQ were targeted and enriched by network pharmacology, to screen the main pharmacodynamic substances of XECQ in the treatment of acute upper respiratory tract infection in children and discuss the mechanism of action." | ( [Pharmacodynamic substances and mechanism of action of Xiaoer Chiqiao Qingre Granules in treatment of acute upper respiratory tract infection in children]. Feng, L; Jia, XB; Liu, J; Lu, GZ; Yang, YJ; Zhao, J; Zhu, MM; Zhu, XJ, 2022) | 0.72 |
Pathway | Proteins | Compounds |
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chitin biosynthesis | 16 | 40 |
Assay ID | Title | Year | Journal | Article |
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AID387407 | Antitumor activity in human SW620 cells xenografted nude mouse assessed as decrease in tumor volume at 5 mg/kg/day, ip after 21 days | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387419 | Antitumor activity against human SW620 cells at 30 uM after 96 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387431 | Antiproliferative activity against human DLD1 cells after 48 hrs by MTS assay | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387438 | Cell cycle arrest in human SW620 cells assessed as accumulation at S phase at 50 uM after 72 hrs by FACS analysis | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387428 | Toxicity in SW480 cells xenografted nude mouse assessed as change in body weight 5 mg/kg/day, ip after 21 days | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387435 | Antiproliferative activity against human PC-3 cells after 48 hrs by MTS assay | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387447 | Induction of apoptosis in human SW620 cells assessed as necrosis relative to control | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387426 | Antitumor activity against human SW620 cells at 100 uM after 72 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387439 | Cell cycle arrest in human SW620 cells assessed as accumulation at G2/M phase at 50 uM after 72 hrs by FACS analysis | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387411 | Antitumor activity in human SW620 cells xenografted nude mouse assessed as decrease in tumor volume at 5 mg/kg/day, po after 5 days | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID1279207 | Antiinflammatory activity in human neutrophils assessed as inhibition of FMLP/CB-induced elastase release using MeO-Suc-Ala-Ala-Pro-Val-p-nitroanilide as substrate incubated for 5 mins by spectrophotometric analysis | 2016 | Bioorganic & medicinal chemistry, Apr-01, Volume: 24, Issue:7 | Anti-inflammatory neolignans from the roots of Magnolia officinalis. |
AID387433 | Antiproliferative activity against human MDA-MB-231 cells after 48 hrs by MTS assay | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387418 | Antitumor activity against human SW620 cells at 30 uM after 72 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387429 | Antiproliferative activity against human HCT 116 cells after 48 hrs by MTS assay | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387442 | Induction of apoptosis in human MDA-MB-231 cells assessed as morphological changes in presence of N-acetyl-cysteine after 24 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387423 | Antitumor activity against human SW620 cells at 50 uM after 96 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387424 | Antitumor activity against human SW620 cells at 100 uM after 24 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387425 | Antitumor activity against human SW620 cells at 100 uM after 48 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387412 | Antitumor activity in human SW620 cells xenografted nude mouse assessed as decrease in tumor volume at 5 mg/kg/day, po after 10 days | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387446 | Induction of apoptosis in human SW620 cells assessed as apoptotic cell form at 50 uM relative to control | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387422 | Antitumor activity against human SW620 cells at 50 uM after 72 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387413 | Antitumor activity in human SW620 cells xenografted nude mouse assessed as decrease in tumor volume at 5 mg/kg/day, po after 16 days | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID1279204 | Antiinflammatory activity in human neutrophils assessed as inhibition of FMLP/CB-induced superoxide anion generation by measuring superoxide dismutase-inhibitable reduction of ferricytochrome c by spectrophotometric analysis | 2016 | Bioorganic & medicinal chemistry, Apr-01, Volume: 24, Issue:7 | Anti-inflammatory neolignans from the roots of Magnolia officinalis. |
AID387437 | Cell cycle arrest in human SW620 cells assessed as accumulation at G1 phase at 50 uM after 72 hrs by FACS analysis | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387441 | Induction of apoptosis in human MDA-MB-231 cells assessed as ROS production after 24 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387417 | Antitumor activity against human SW620 cells at 30 uM after 48 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387432 | Antiproliferative activity against human MCF7 cells after 48 hrs by MTS assay | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387416 | Antitumor activity against human SW620 cells at 30 uM after 24 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387427 | Antitumor activity against human SW620 cells at 100 uM after 96 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387436 | Antiproliferative activity against human K-562 cells after 48 hrs by MTS assay | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387430 | Antiproliferative activity against human HT-29 cells after 48 hrs by MTS assay | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387443 | Cell cycle arrest in human SW620 cells assessed as accumulation at subG1 phase at 50 uM after 72 hrs by FACS analysis | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387421 | Antitumor activity against human SW620 cells at 50 uM after 48 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387414 | Antitumor activity in human SW620 cells xenografted nude mouse assessed as decrease in tumor volume at 5 mg/kg/day, po after 23 days | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387420 | Antitumor activity against human SW620 cells at 50 uM after 24 hrs | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387440 | Induction of apoptosis in human SW620 cells assessed as chromosomal DNA fragmentation at 50 mM after 48 hrs by FACS analysis | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387683 | Antiproliferative activity against human DU145 cells after 48 hrs by MTS assay | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387445 | Effect on apoptosis-mediated morphological changes in human SW620 cells assessed as round cell formation | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387408 | Antitumor activity in human SW620 cells xenografted nude mouse assessed as decrease in tumor weight at 5 mg/kg/day, ip after 21 days | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID387415 | Antitumor activity in human SW620 cells xenografted nude mouse assessed as decrease in tumor volume at 5 mg/kg/day, po after 27 days | 2008 | Bioorganic & medicinal chemistry, Sep-15, Volume: 16, Issue:18 | Obovatol inhibits colorectal cancer growth by inhibiting tumor cell proliferation and inducing apoptosis. |
AID1279208 | Induction of ferricytochrome c reduction in human neutrophils by spectrophotometric analysis | 2016 | Bioorganic & medicinal chemistry, Apr-01, Volume: 24, Issue:7 | Anti-inflammatory neolignans from the roots of Magnolia officinalis. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 1 (2.56) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 11 (28.21) | 29.6817 |
2010's | 22 (56.41) | 24.3611 |
2020's | 5 (12.82) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (21.37) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 2 (5.13%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 37 (94.87%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |