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 in | Applied microbiology and biotechnology Vol. 99; no. 5; pp. 2083 - 2092 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
Berlin/Heidelberg
Springer Berlin Heidelberg
01.03.2015
Springer Springer Nature B.V |
Subjects | |
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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. |
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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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PublicationDateYYYYMMDD | 2015-03-01 |
PublicationDate_xml | – month: 03 year: 2015 text: 2015-03-01 day: 01 |
PublicationDecade | 2010 |
PublicationPlace | Berlin/Heidelberg |
PublicationPlace_xml | – name: Berlin/Heidelberg – name: Germany – name: Heidelberg |
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 – name: Springer – name: Springer Nature B.V |
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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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