Production and applications of rosmarinic acid and structurally related compounds

Rosmarinic acid (α-o-caffeoyl-3,4-dihydroxyphenyllactic acid; RA) is a naturally occurring hydroxylated compound commonly found in species of the subfamily Nepetoideae of the Lamiaceae and Boraginaceae, such as Rosmarinus officinalis , Salvia officinalis , and Perilla frutescens . RA is biosynthesiz...

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Published inApplied microbiology and biotechnology Vol. 99; no. 5; pp. 2083 - 2092
Main Authors Kim, Gun-Dong, Park, Yong Seek, Jin, Young-Ho, Park, Cheung-Seog
Format Journal Article
LanguageEnglish
Published Berlin/Heidelberg Springer Berlin Heidelberg 01.03.2015
Springer
Springer Nature B.V
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Abstract Rosmarinic acid (α-o-caffeoyl-3,4-dihydroxyphenyllactic acid; RA) is a naturally occurring hydroxylated compound commonly found in species of the subfamily Nepetoideae of the Lamiaceae and Boraginaceae, such as Rosmarinus officinalis , Salvia officinalis , and Perilla frutescens . RA is biosynthesized from the amino acids l -phenylalanine and l -tyrosine by eight enzymes that include phenylalanine ammonia lyase and cinnamic acid 4-hydroxylase. RA can also be chemically produced by the esterification of caffeic acid and 3,4-dihydroxyphenyllactic acid. RA and its numerous derivatives containing one or two RA with other aromatic moieties are well known and include lithospermic acid, yunnaneic acid, salvianolic acid, and melitric acid. Recently, RA and its derivatives have attracted interest for their biological activities, which include anti-inflammatory, anti-oxidant, anti-angiogenic, anti-tumor, and anti-microbial functions. Clinically, RA attenuates T cell receptor-mediated signaling, attenuates allergic diseases like allergic rhinitis and asthma, and 2,4-dinitrofluorobenzene-induced atopic dermatitis-like symptoms, protects from neurotoxicity, and slows the development of Alzheimer’s disease. These attributes have increased the demand for the biotechnological production and application of RA and its derivatives. The present review discusses the function and application of RA and its derivatives including the molecular mechanisms underlying clinical efficacy.
AbstractList Rosmarinic acid ([alpha]-o-caffeoyl-3,4-dihydroxyphenyllactic acid; RA) is a naturally occurring hydroxylated compound commonly found in species of the subfamily Nepetoideae of the Lamiaceae and Boraginaceae, such as Rosmarinus officinalis, Salvia officinalis, and Perilla frutescens. RA is biosynthesized from the amino acids l-phenylalanine and l-tyrosine by eight enzymes that include phenylalanine ammonia lyase and cinnamic acid 4-hydroxylase. RA can also be chemically produced by the esterification of caffeic acid and 3,4-dihydroxyphenyllactic acid. RA and its numerous derivatives containing one or two RA with other aromatic moieties are well known and include lithospermic acid, yunnaneic acid, salvianolic acid, and melitric acid. Recently, RA and its derivatives have attracted interest for their biological activities, which include anti-inflammatory, anti-oxidant, anti-angiogenic, anti-tumor, and anti-microbial functions. Clinically, RA attenuates T cell receptor-mediated signaling, attenuates allergic diseases like allergic rhinitis and asthma, and 2,4-dinitrofluorobenzene-induced atopic dermatitis-like symptoms, protects from neurotoxicity, and slows the development of Alzheimer's disease. These attributes have increased the demand for the biotechnological production and application of RA and its derivatives. The present review discusses the function and application of RA and its derivatives including the molecular mechanisms underlying clinical efficacy.
Rosmarinic acid (α-o-caffeoyl-3,4-dihydroxyphenyllactic acid; RA) is a naturally occurring hydroxylated compound commonly found in species of the subfamily Nepetoideae of the Lamiaceae and Boraginaceae, such as Rosmarinus officinalis, Salvia officinalis, and Perilla frutescens. RA is biosynthesized from the amino acids L-phenylalanine and L-tyrosine by eight enzymes that include phenylalanine ammonia lyase and cinnamic acid 4-hydroxylase. RA can also be chemically produced by the esterification of caffeic acid and 3,4-dihydroxyphenyllactic acid. RA and its numerous derivatives containing one or two RA with other aromatic moieties are well known and include lithospermic acid, yunnaneic acid, salvianolic acid, and melitric acid. Recently, RA and its derivatives have attracted interest for their biological activities, which include anti-inflammatory, anti-oxidant, anti-angiogenic, anti-tumor, and anti-microbial functions. Clinically, RA attenuates T cell receptor-mediated signaling, attenuates allergic diseases like allergic rhinitis and asthma, and 2,4-dinitrofluorobenzene-induced atopic dermatitis-like symptoms, protects from neurotoxicity, and slows the development of Alzheimer's disease. These attributes have increased the demand for the biotechnological production and application of RA and its derivatives. The present review discusses the function and application of RA and its derivatives including the molecular mechanisms underlying clinical efficacy.
Rosmarinic acid (α-o-caffeoyl-3,4-dihydroxyphenyllactic acid; RA) is a naturally occurring hydroxylated compound commonly found in species of the subfamily Nepetoideae of the Lamiaceae and Boraginaceae, such as Rosmarinus officinalis , Salvia officinalis , and Perilla frutescens . RA is biosynthesized from the amino acids l -phenylalanine and l -tyrosine by eight enzymes that include phenylalanine ammonia lyase and cinnamic acid 4-hydroxylase. RA can also be chemically produced by the esterification of caffeic acid and 3,4-dihydroxyphenyllactic acid. RA and its numerous derivatives containing one or two RA with other aromatic moieties are well known and include lithospermic acid, yunnaneic acid, salvianolic acid, and melitric acid. Recently, RA and its derivatives have attracted interest for their biological activities, which include anti-inflammatory, anti-oxidant, anti-angiogenic, anti-tumor, and anti-microbial functions. Clinically, RA attenuates T cell receptor-mediated signaling, attenuates allergic diseases like allergic rhinitis and asthma, and 2,4-dinitrofluorobenzene-induced atopic dermatitis-like symptoms, protects from neurotoxicity, and slows the development of Alzheimer’s disease. These attributes have increased the demand for the biotechnological production and application of RA and its derivatives. The present review discusses the function and application of RA and its derivatives including the molecular mechanisms underlying clinical efficacy.
Audience Academic
Author Jin, Young-Ho
Park, Yong Seek
Park, Cheung-Seog
Kim, Gun-Dong
Author_xml – sequence: 1
  givenname: Gun-Dong
  surname: Kim
  fullname: Kim, Gun-Dong
  organization: Department of Microbiology, School of Medicine, Kyung Hee University
– sequence: 2
  givenname: Yong Seek
  surname: Park
  fullname: Park, Yong Seek
  organization: Department of Microbiology, School of Medicine, Kyung Hee University
– sequence: 3
  givenname: Young-Ho
  surname: Jin
  fullname: Jin, Young-Ho
  organization: Department of Physiology, School of Medicine, Kyung Hee University
– sequence: 4
  givenname: Cheung-Seog
  surname: Park
  fullname: Park, Cheung-Seog
  email: pcs@khu.ac.kr
  organization: Department of Microbiology, School of Medicine, Kyung Hee University
BackLink https://www.ncbi.nlm.nih.gov/pubmed/25620368$$D View this record in MEDLINE/PubMed
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ISSN 0175-7598
IngestDate Thu Oct 24 22:52:40 EDT 2024
Fri Nov 08 06:51:46 EST 2024
Thu Feb 22 23:56:21 EST 2024
Tue Nov 12 23:23:21 EST 2024
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Sat Nov 02 12:13:50 EDT 2024
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IsPeerReviewed true
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Issue 5
Keywords Rosmarinic acid
Lithospermic acid
Language English
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crossref_primary_10_1007_s00253_015_6395_6
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  text: 2015-03-01
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PublicationTitle Applied microbiology and biotechnology
PublicationTitleAbbrev Appl Microbiol Biotechnol
PublicationTitleAlternate Appl Microbiol Biotechnol
PublicationYear 2015
Publisher Springer Berlin Heidelberg
Springer
Springer Nature B.V
Publisher_xml – name: Springer Berlin Heidelberg
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Snippet Rosmarinic acid (α-o-caffeoyl-3,4-dihydroxyphenyllactic acid; RA) is a naturally occurring hydroxylated compound commonly found in species of the subfamily...
Rosmarinic acid ([alpha]-o-caffeoyl-3,4-dihydroxyphenyllactic acid; RA) is a naturally occurring hydroxylated compound commonly found in species of the...
Rosmarinic acid ( alpha -o-caffeoyl-3,4-dihydroxyphenyllactic acid; RA) is a naturally occurring hydroxylated compound commonly found in species of the...
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SubjectTerms Alzheimer's disease
Amino acids
Ammonia
Analysis
Antimicrobial agents
Atopic dermatitis
Biomedical and Life Sciences
Biosynthesis
Biosynthetic Pathways
Biotechnology
Biotechnology - methods
Boraginaceae
Care and treatment
Chemical properties
Cinnamates - chemical synthesis
Cinnamates - metabolism
Depsides - chemical synthesis
Depsides - metabolism
Dermatitis
Development and progression
Disease
Enzymes
Immunologic Factors - chemistry
Immunologic Factors - metabolism
Inflammation
Lamiaceae
Life Sciences
Microbial Genetics and Genomics
Microbiology
Mini-Review
Neurotoxicity
Oxidizing agents
Perilla frutescens
Perilla frutescens - metabolism
Pharmaceutical sciences
Production processes
Rhinitis
Rosemary
Rosmarinic Acid
Rosmarinus - metabolism
Rosmarinus officinalis
Salvia officinalis
Salvia officinalis - metabolism
Studies
T cell receptors
Technology, Pharmaceutical - methods
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Title Production and applications of rosmarinic acid and structurally related compounds
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