(-)-Perillyl alcohol

(-)-perillyl alcohol is a lipid of Prenol Lipids (PR) class. The involved functions are known as Cell Cycle Progression, Cell Cycle, Cell Proliferation, Apoptosis and Isoprenylation. (-)-perillyl alcohol often locates in Cytoplasm, Membrane and Plasma membrane. The associated genes with (-)-Perillyl alcohol are JUN gene, Candidate Disease Gene, IL24 gene, BCL2L1 gene and CFB gene. The related experimental models are Transgenic Model.

Cross Reference

Introduction

To understand associated biological information of (-)-Perillyl alcohol, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.

What diseases are associated with (-)-Perillyl alcohol?

There are no associated biomedical information in the current reference collection.

Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with (-)-Perillyl alcohol

MeSH term MeSH ID Detail
Adenocarcinoma D000230 166 associated lipids
Lung Neoplasms D008175 171 associated lipids
Pancreatic Neoplasms D010190 77 associated lipids
Mammary Neoplasms, Experimental D008325 67 associated lipids
Body Weight D001835 333 associated lipids
Edema D004487 152 associated lipids
Esophageal Neoplasms D004938 20 associated lipids
Precancerous Conditions D011230 48 associated lipids
Prostatic Neoplasms D011471 126 associated lipids
Brain Neoplasms D001932 15 associated lipids
Per page 10 20 50 | Total 22

PubChem Associated disorders and diseases

What pathways are associated with (-)-Perillyl alcohol

Lipid pathways are not clear in current pathway databases. We organized associated pathways with (-)-Perillyl alcohol through full-text articles, including metabolic pathways or pathways of biological mechanisms.

Related references are published most in these journals:

Pathway name Related literatures
Loading... please refresh the page if content is not showing up.

PubChem Biomolecular Interactions and Pathways

Link to PubChem Biomolecular Interactions and Pathways

What cellular locations are associated with (-)-Perillyl alcohol?

Related references are published most in these journals:

Location Cross reference Weighted score Related literatures
Loading... please refresh the page if content is not showing up.

What functions are associated with (-)-Perillyl alcohol?


Related references are published most in these journals:

Function Cross reference Weighted score Related literatures

What lipids are associated with (-)-Perillyl alcohol?

There are no associated biomedical information in the current reference collection.

What genes are associated with (-)-Perillyl alcohol?

Related references are published most in these journals:


Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with (-)-Perillyl alcohol?

Transgenic Model

Transgenic Model are used in the study 'A phase 2a study of topical perillyl alcohol cream for chemoprevention of skin cancer.' (Stratton SP et al., 2010).

Related references are published most in these journals:

Model Cross reference Weighted score Related literatures
Loading... please refresh the page if content is not showing up.

NCBI Entrez Crosslinks

All references with (-)-Perillyl alcohol

Download all related citations
Per page 10 20 50 100 | Total 165
Authors Title Published Journal PubMed Link
pmid:
Crowell PL Prevention and therapy of cancer by dietary monoterpenes. 1999 J. Nutr. pmid:10082788
Ariazi EA et al. Activation of the transforming growth factor beta signaling pathway and induction of cytostasis and apoptosis in mammary carcinomas treated with the anticancer agent perillyl alcohol. 1999 Cancer Res. pmid:10213501
Zhang Z et al. Gas chromatographic-mass spectrometric analysis of perillyl alcohol and metabolites in plasma. 1999 J. Chromatogr. B Biomed. Sci. Appl. pmid:10379660
Cerda SR et al. Enhancement of sterol synthesis by the monoterpene perillyl alcohol is unaffected by competitive 3-hydroxy-3-methylglutaryl-CoA reductase inhibition. 1999 Lipids pmid:10405975
Satomi Y et al. Induction of AP-1 activity by perillyl alcohol in breast cancer cells. 1999 Carcinogenesis pmid:10506111
Sahin MB et al. Perillyl alcohol selectively induces G0/G1 arrest and apoptosis in Bcr/Abl-transformed myeloid cell lines. 1999 Leukemia pmid:10516760
Ripple GH and Wilding G Drug development in prostate cancer. 1999 Semin. Oncol. pmid:10597732
Unlu S et al. Perillyl alcohol, an inhibitor of geranylgeranyl transferase, induces apoptosis of immortalized human vascular smooth muscle cells in vitro. 2000 J. Cardiovasc. Pharmacol. pmid:10672871
Ripple GH et al. Phase I clinical and pharmacokinetic study of perillyl alcohol administered four times a day. 2000 Clin. Cancer Res. pmid:10690515
Si MS and Imagawa DK Prenylation inhibitors to treat proliferative renal disease. 2000 Lancet pmid:10791545
Wei X et al. Perillyl alcohol inhibits TCR-mediated [Ca(2+)](i) signaling, alters cell shape and motility, and induces apoptosis in T lymphocytes. 2000 Cell. Immunol. pmid:10805968
Boon PJ et al. Cytotoxicity and biotransformation of the anticancer drug perillyl alcohol in PC12 cells and in the rat. 2000 Toxicol. Appl. Pharmacol. pmid:10936079
Hudes GR et al. Phase I pharmacokinetic trial of perillyl alcohol (NSC 641066) in patients with refractory solid malignancies. 2000 Clin. Cancer Res. pmid:10955786
Löw-Baselli A et al. Failure to demonstrate chemoprevention by the monoterpene perillyl alcohol during early rat hepatocarcinogenesis: a cautionary note. 2000 Carcinogenesis pmid:11023545
Lantry LE et al. Chemopreventive efficacy of promising farnesyltransferase inhibitors. 2000 Exp. Lung Res. pmid:11195470
Shi W and Gould MN Induction of cytostasis in mammary carcinoma cells treated with the anticancer agent perillyl alcohol. 2002 Carcinogenesis pmid:11756234
Miyazawa M et al. Sex differences in the metabolism of (+)- and (-)-limonene enantiomers to carveol and perillyl alcohol derivatives by cytochrome p450 enzymes in rat liver microsomes. 2002 Chem. Res. Toxicol. pmid:11800592
Clark SS et al. Antileukemia activity of perillyl alcohol (POH): uncoupling apoptosis from G0/G1 arrest suggests that the primary effect of POH on Bcr/Abl-transformed cells is to induce growth arrest. 2002 Leukemia pmid:11840288
Miyazawa M et al. Metabolism of (+)- and (-)-limonenes to respective carveols and perillyl alcohols by CYP2C9 and CYP2C19 in human liver microsomes. 2002 Drug Metab. Dispos. pmid:11950794
Lluria-Prevatt M et al. Effects of perillyl alcohol on melanoma in the TPras mouse model. 2002 Cancer Epidemiol. Biomarkers Prev. pmid:12050099
Bailey HH et al. A phase II trial of daily perillyl alcohol in patients with advanced ovarian cancer: Eastern Cooperative Oncology Group Study E2E96. 2002 Gynecol. Oncol. pmid:12051875
Murren JR et al. Phase I study of perillyl alcohol in patients with refractory malignancies. 2002 Mar-Apr Cancer Biol. Ther. pmid:12170772
Bardon S et al. Monoterpenes inhibit proliferation of human colon cancer cells by modulating cell cycle-related protein expression. 2002 Cancer Lett. pmid:12175534
Teruszkin Balassiano I et al. Effects of perillyl alcohol in glial C6 cell line in vitro and anti-metastatic activity in chorioallantoic membrane model. 2002 Int. J. Mol. Med. pmid:12430008
Burke YD et al. Effects of the isoprenoids perillyl alcohol and farnesol on apoptosis biomarkers in pancreatic cancer chemoprevention. 2002 Nov-Dec Anticancer Res. pmid:12530055
Holstein SA and Hohl RJ Monoterpene regulation of Ras and Ras-related protein expression. 2003 J. Lipid Res. pmid:12671036
Azzoli CG et al. A phase I trial of perillyl alcohol in patients with advanced solid tumors. 2003 Cancer Chemother. Pharmacol. pmid:12695855
Liston BW et al. Perillyl alcohol as a chemopreventive agent in N-nitrosomethylbenzylamine-induced rat esophageal tumorigenesis. 2003 Cancer Res. pmid:12750258
Meadows SM et al. Phase II trial of perillyl alcohol in patients with metastatic colorectal cancer. 2002 Int J Gastrointest Cancer pmid:12794248
Rajesh D et al. Perillyl alcohol as a radio-/chemosensitizer in malignant glioma. 2003 J. Biol. Chem. pmid:12805388
Rajesh D and Howard SP Perillyl alcohol mediated radiosensitization via augmentation of the Fas pathway in prostate cancer cells. 2003 Prostate pmid:12886519
Morgan-Meadows S et al. Phase I trial of perillyl alcohol administered four times daily continuously. 2003 Cancer Chemother. Pharmacol. pmid:12904896
Pan J et al. [Constituents of essential oils from leaves, stems, and fruits of Perilla frutescens (L.) Britt]. 1992 Zhongguo Zhong Yao Za Zhi pmid:1418538
Elegbede JA et al. Perillyl alcohol and perillaldehyde induced cell cycle arrest and cell death in BroTo and A549 cells cultured in vitro. 2003 Life Sci. pmid:14511768
Russell J and Ling CC Studies with cytotoxic agents suggest that apoptosis is not a major determinant of clonogenic death in neuroblastoma cells. 2003 Eur. J. Cancer pmid:14522384
Ahn KJ et al. Cytotoxicity of perillyl alcohol against cancer cells is potentiated by hyperthermia. 2003 Int. J. Radiat. Oncol. Biol. Phys. pmid:14529788
Clark SS et al. Anti-leukemia effect of perillyl alcohol in Bcr/Abl-transformed cells indirectly inhibits signaling through Mek in a Ras- and Raf-independent fashion. 2003 Clin. Cancer Res. pmid:14555523
Liu G et al. Phase II trial of perillyl alcohol (NSC 641066) administered daily in patients with metastatic androgen independent prostate cancer. 2003 Invest New Drugs pmid:14578686
Kennedy S et al. Effect of antiproliferative agents on vascular function in normal and in vitro balloon-injured porcine coronary arteries. 2003 Eur. J. Pharmacol. pmid:14637181
Gupta A and Myrdal PB Development of a perillyl alcohol topical cream formulation. 2004 Int J Pharm pmid:14706249
Xu M et al. Perillyl alcohol-mediated inhibition of lung cancer cell line proliferation: potential mechanisms for its chemotherapeutic effects. 2004 Toxicol. Appl. Pharmacol. pmid:14998688
Yuri T et al. Perillyl alcohol inhibits human breast cancer cell growth in vitro and in vivo. 2004 Breast Cancer Res. Treat. pmid:15026623
Chen Y and Hu D Effects of POH in combination with STI571 on the proliferation and apoptosis of K562 cells. 2004 J. Huazhong Univ. Sci. Technol. Med. Sci. pmid:15165112
Bailey HH et al. A phase I trial of perillyl alcohol administered four times daily for 14 days out of 28 days. 2004 Cancer Chemother. Pharmacol. pmid:15205914
Loutrari H et al. Perillyl alcohol is an angiogenesis inhibitor. 2004 J. Pharmacol. Exp. Ther. pmid:15210838
Samaila D et al. Monoterpenes enhanced the sensitivity of head and neck cancer cells to radiation treatment in vitro. 2004 Sep-Oct Anticancer Res. pmid:15517920
Stearns V et al. A pilot surrogate end point biomarker trial of perillyl alcohol in breast neoplasia. 2004 Clin. Cancer Res. pmid:15569989
Gupta A et al. An HPLC method for quantitation of perillyl alcohol in a topical pharmaceutical cream formulation. 2005 J Pharm Biomed Anal pmid:15740902
Del Toro-Arreola S et al. Effect of D-limonene on immune response in BALB/c mice with lymphoma. 2005 Int. Immunopharmacol. pmid:15778119
Fernandes J et al. Perillyl alcohol induces apoptosis in human glioblastoma multiforme cells. 2005 Oncol. Rep. pmid:15809762
van Beilen JB et al. Biocatalytic production of perillyl alcohol from limonene by using a novel Mycobacterium sp. cytochrome P450 alkane hydroxylase expressed in Pseudomonas putida. 2005 Appl. Environ. Microbiol. pmid:15811996
Courdavault V et al. CaaX-prenyltransferases are essential for expression of genes involvedin the early stages of monoterpenoid biosynthetic pathway in Catharanthus roseus cells. 2005 Plant Mol. Biol. pmid:15952070
Bassi AM et al. Protein and m-RNA expression of farnesyl-transferases, RhoA and RhoB in rat liver hepatocytes: action of perillyl alcohol and vitamin A in vivo. 2005 J. Biomed. Sci. pmid:15959631
Chung BH et al. Perillyl alcohol inhibits the expression and function of the androgen receptor in human prostate cancer cells. 2006 Cancer Lett. pmid:16029925
Berchtold CM et al. Perillyl alcohol inhibits a calcium-dependent constitutive nuclear factor-kappaB pathway. 2005 Cancer Res. pmid:16166337
Chan NL et al. Polycyclic aromatic hydrocarbon-induced CYP1B1 activity is suppressed by perillyl alcohol in MCF-7 cells. 2006 Toxicol. Appl. Pharmacol. pmid:16307765
da Fonseca CO et al. Recent advances in the molecular genetics of malignant gliomas disclose targets for antitumor agent perillyl alcohol. 2006 Surg Neurol pmid:16427438
Clark SS Perillyl alcohol induces c-Myc-dependent apoptosis in Bcr/Abl-transformed leukemia cells. 2006 Oncology pmid:16439861
Loutrari H et al. Mastic oil from Pistacia lentiscus var. chia inhibits growth and survival of human K562 leukemia cells and attenuates angiogenesis. 2006 Nutr Cancer pmid:16965245
Gómez-Contreras PC et al. In vitro induction of apoptosis in U937 cells by perillyl alcohol with sensitization by pentoxifylline: increased BCL-2 and BAX protein expression. 2006 Chemotherapy pmid:17008791
Fischer Jde S et al. Effects of perillyl alcohol and heat shock treatment in gene expression of human lung adenocarcinoma cell line A549. 2006 J. Exp. Ther. Oncol. pmid:17024970
Wiseman DA et al. Cell cycle arrest by the isoprenoids perillyl alcohol, geraniol, and farnesol is mediated by p21(Cip1) and p27(Kip1) in human pancreatic adenocarcinoma cells. 2007 J. Pharmacol. Exp. Ther. pmid:17138864
Da Fonseca CO et al. Anaplastic oligodendroglioma responding favorably to intranasal delivery of perillyl alcohol: a case report and literature review. 2006 Surg Neurol pmid:17145324
Peffley DM et al. Perillyl alcohol and genistein differentially regulate PKB/Akt and 4E-BP1 phosphorylation as well as eIF4E/eIF4G interactions in human tumor cells. 2007 Arch. Biochem. Biophys. pmid:17601486
Bailey HH et al. Phase II trial of daily oral perillyl alcohol (NSC 641066) in treatment-refractory metastatic breast cancer. 2008 Cancer Chemother. Pharmacol. pmid:17885756
Yeruva L et al. Perillyl alcohol and perillic acid induced cell cycle arrest and apoptosis in non small cell lung cancer cells. 2007 Cancer Lett. pmid:17888568
da Fonseca CO et al. Preliminary results from a phase I/II study of perillyl alcohol intranasal administration in adults with recurrent malignant gliomas. 2008 Surg Neurol pmid:18295834
Bisson JF et al. Anti-inflammatory senescence actives 5203-L molecule to promote healthy aging and prolongation of lifespan. 2008 Rejuvenation Res pmid:18370605
Stratton SP et al. Phase 1 study of topical perillyl alcohol cream for chemoprevention of skin cancer. 2008 Nutr Cancer pmid:18444166
Matos JM et al. A pilot study of perillyl alcohol in pancreatic cancer. 2008 J. Surg. Res. pmid:18498869
Yamamoto Y et al. Synthesis of phosphatidylated-monoterpene alcohols catalyzed by phospholipase D and their antiproliferative effects on human cancer cells. 2008 Bioorg. Med. Chem. Lett. pmid:18556205
Bhatia SP et al. Fragrance material review on p-mentha-1,8-dien-7-ol. 2008 Food Chem. Toxicol. pmid:18640209
Lebedeva IV et al. Chemoprevention by perillyl alcohol coupled with viral gene therapy reduces pancreatic cancer pathogenesis. 2008 Mol. Cancer Ther. pmid:18645014
da Fonseca CO et al. Ras pathway activation in gliomas: a strategic target for intranasal administration of perillyl alcohol. 2008 Jul-Aug Arch. Immunol. Ther. Exp. (Warsz.) pmid:18726148
Lebedeva IV et al. Mechanism of in vitro pancreatic cancer cell growth inhibition by melanoma differentiation-associated gene-7/interleukin-24 and perillyl alcohol. 2008 Cancer Res. pmid:18768668
Hua HY et al. High-performance liquid chromatographic and pharmacokinetic analyses of an intravenous submicron emulsion of perillyl alcohol in rats. 2008 J Pharm Biomed Anal pmid:18849133
Da Fonseca CO et al. Correlation of tumor topography and peritumoral edema of recurrent malignant gliomas with therapeutic response to intranasal administration of perillyl alcohol. 2009 Invest New Drugs pmid:19139816
Chaudhary SC et al. Perillyl alcohol attenuates Ras-ERK signaling to inhibit murine skin inflammation and tumorigenesis. 2009 Chem. Biol. Interact. pmid:19161993
Fischer Jde S et al. Anti-thrombin as a prognostic biomarker candidate for patients with recurrent glioblastoma multiform under treatment with perillyl alcohol. 2008 J. Exp. Ther. Oncol. pmid:19227008
Zhou W et al. Components of lemon essential oil attenuate dementia induced by scopolamine. 2009 Nutr Neurosci pmid:19356307
Kim D and Ortiz de Montellano PR Tricistronic overexpression of cytochrome P450cam, putidaredoxin, and putidaredoxin reductase provides a useful cell-based catalytic system. 2009 Biotechnol. Lett. pmid:19458919
Yeruva L et al. Perillyl alcohol and methyl jasmonate sensitize cancer cells to cisplatin. 2010 Anticancer Drugs pmid:19820395
Magkouta S et al. Protective effects of mastic oil from Pistacia lentiscus variation chia against experimental growth of lewis lung carcinoma. 2009 Nutr Cancer pmid:19838938
Fischer Jde S et al. Dynamic proteomic overview of glioblastoma cells (A172) exposed to perillyl alcohol. 2010 J Proteomics pmid:20083244
Stratton SP et al. A phase 2a study of topical perillyl alcohol cream for chemoprevention of skin cancer. 2010 Cancer Prev Res (Phila) pmid:20103724
Clifford JL and DiGiovanni J The promise of natural products for blocking early events in skin carcinogenesis. 2010 Cancer Prev Res (Phila) pmid:20103730
da Fonseca CO et al. Efficacy of monoterpene perillyl alcohol upon survival rate of patients with recurrent glioblastoma. 2011 J. Cancer Res. Clin. Oncol. pmid:20401670
Garcia DG et al. The anticancer drug perillyl alcohol is a Na/K-ATPase inhibitor. 2010 Mol. Cell. Biochem. pmid:20689980
de Saldanha da Gama Fischer J et al. Chemo-resistant protein expression pattern of glioblastoma cells (A172) to perillyl alcohol. 2011 J. Proteome Res. pmid:20806975
Khan AQ et al. Perillyl alcohol protects against ethanol induced acute liver injury in Wistar rats by inhibiting oxidative stress, NFκ-B activation and proinflammatory cytokine production. 2011 Toxicology pmid:20923693
Bicas JL et al. Evaluation of the antioxidant and antiproliferative potential of bioflavors. 2011 Food Chem. Toxicol. pmid:21540069
Cornelissen S et al. Cell physiology rather than enzyme kinetics can determine the efficiency of cytochrome P450-catalyzed C-H-oxyfunctionalization. 2011 J. Ind. Microbiol. Biotechnol. pmid:21559976
Seifert A et al. An efficient route to selective bio-oxidation catalysts: an iterative approach comprising modeling, diversification, and screening, based on CYP102A1. 2011 Chembiochem pmid:21591046
Prado R et al. Nonmelanoma skin cancer chemoprevention. 2011 Dermatol Surg pmid:21895847
Duelund L et al. Influence of the active compounds of Perilla frutescens leaves on lipid membranes. 2012 J. Nat. Prod. pmid:22272932
Farazuddin M et al. Anticancer efficacy of perillyl alcohol-bearing PLGA microparticles. 2012 Int J Nanomedicine pmid:22275821
Jung HJ et al. Calcium blockers decrease the bortezomib resistance in mantle cell lymphoma via manipulation of tissue transglutaminase activities. 2012 Blood pmid:22294726
Kiran I Microbial hydroxylation of S-(-)-perillyl alcohol by Fusarium heterosporium. 2011 Nat Prod Commun pmid:22312710
da Silveira Fd et al. Analysis of EGF+61A>G polymorphism and EGF serum levels in Brazilian glioma patients treated with perillyl alcohol-based therapy. 2012 J. Cancer Res. Clin. Oncol. pmid:22481252