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MedKoo Cat#: 329836 | Name: Pinostrobin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pinostrobin is a flavonoid with diverse biological activities, including antioxidant, anti-inflammatory, and anticancer properties. Pinostrobin is a dietary bioflavonoid discovered more than 6 decades ago in the heart-wood of pine (Pinus strobus). Pinostrobin has depicted many pharmacological activities including anti-viral, anti-oxidant, anti-leukaemic, anti-inflammatory and anti-aromatase activities. It is an inhibitor of sodium channel and Ca(2+) signalling pathways and also inhibits intestinal smooth muscle contractions.

Chemical Structure

Pinostrobin
Pinostrobin
CAS#75291-74-6 (racemic)

Theoretical Analysis

MedKoo Cat#: 329836

Name: Pinostrobin

CAS#: 75291-74-6 (racemic)

Chemical Formula: C16H14O4

Exact Mass: 270.0892

Molecular Weight: 270.28

Elemental Analysis: C, 71.10; H, 5.22; O, 23.68

Price and Availability

Size Price Availability Quantity
5mg USD 600.00 2 weeks
25mg USD 975.00 2 weeks
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Related CAS #
75291-74-6 (racemic) 480-37-5 (S-isomer)
Synonym
Pinostrobin; (±)-Pinostrobin;
IUPAC/Chemical Name
2,3-dihydro-5-hydroxy-7-methoxy-phenyl-4H-1-benzopyran-4-one
InChi Key
ORJDDOBAOGKRJV-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H14O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-8,14,17H,9H2,1H3
SMILES Code
O=C1CC(C2=CC=CC=C2)OC3=CC(OC)=CC(O)=C13
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Pinostrobin is a flavonoid with diverse biological activities, including antioxidant, anti-inflammatory, and anticancer properties.
In vitro activity:
This study attempted to explore the mechanisms involved in pinostrobin (PN)-mediated acute leukemia cell apoptosis regulated by miR-410-5p. The results showed that PN reduced cell viability and induced apoptosis in both leukemia cell lines. From the LC-MS/MS and bioinformatics analysis, SFRP5 and miR-410-5p were selected as a potential PN target protein and miRNA, respectively. After miRNA mimic transfection, miR-410-5p, which is an onco-miRNA, was decreased and led to increased apoptosis in both cell lines, indicating that this miRNA is involved in PN-mediated apoptosis mechanisms. Reference: Life Sci. 2023 May 8:121739. https://pubmed.ncbi.nlm.nih.gov/37164308/
In vivo activity:
The current study was designed to elucidate the mitigative effects of PN against PS-MPs (polystyrene microplastics) induced testicular toxicities in rats. PS-MPs intoxication substantially lessened the activities of glutathione peroxidase (GPx), glutathione reductase (GSR), superoxide dismutase (SOD) along with catalase (CAT) while, raised the level of malondialdehyde (MDA) as well as reactive oxygen species (ROS). Additionally, PS-MPs reduced luteinizing hormone (LH), plasma testosterone, follicle-stimulating hormone (FSH) concentration, sperm motility, sperm count, expression of steroidogenic enzymes and Bcl-2 (anti-apoptotic protein) along with the count of spermatogenic cells. While, dead sperm count, sperm abnormalities (tail, neck and head), Bax and caspase-3 (apoptotic proteins) expression along with histopathological anomalies were elevated. Moreover, PS-MPs exposure increased the level of inflammatory markers. However, PN treatment considerably decreased oxidative stress (OS) by reducing ROS as well as increased sperm motility and alleviated all the damages induced by the PS-MPs. Reference: Biomed Pharmacother. 2023 Jun;162:114686. https://pubmed.ncbi.nlm.nih.gov/37044025/

Preparing Stock Solutions

The following data is based on the product molecular weight 270.28 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Norkaew C, Roytrakul S, Charoenlappanit S, Thaisakun S, Tanyong D. Pinostrobin induces acute leukemia cell apoptosis via the regulation of miR-410-5p and SFRP5. Life Sci. 2023 May 8:121739. doi: 10.1016/j.lfs.2023.121739. Epub ahead of print. PMID: 37164308. 2. Zhao L, Yao L, Chen R, He J, Lin T, Qiu S, Chen G, Chen H, Qiu SX. Pinostrobin from plants and propolis against human coronavirus HCoV-OC43 by modulating host AHR/CYP1A1 pathway and lipid metabolism. Antiviral Res. 2023 Apr;212:105570. doi: 10.1016/j.antiviral.2023.105570. Epub 2023 Mar 1. PMID: 36863496; PMCID: PMC9974210. 3. Ijaz MU, Najam S, Hamza A, Azmat R, Ashraf A, Unuofin JO, Lebelo SL, Simal-Gandara J. Pinostrobin alleviates testicular and spermatological damage induced by polystyrene microplastics in adult albino rats. Biomed Pharmacother. 2023 Jun;162:114686. doi: 10.1016/j.biopha.2023.114686. Epub 2023 Apr 10. PMID: 37044025. 4. Kongsui R, Surapinit S, Promsrisuk T, Thongrong S. Pinostrobin from Boesenbergia rotunda attenuates oxidative stress and promotes functional recovery in rat model of sciatic nerve crush injury. Braz J Med Biol Res. 2023 Feb 27;56:e12578. doi: 10.1590/1414-431X2023e12578. PMID: 36856256; PMCID: PMC9974073.
In vitro protocol:
1. Norkaew C, Roytrakul S, Charoenlappanit S, Thaisakun S, Tanyong D. Pinostrobin induces acute leukemia cell apoptosis via the regulation of miR-410-5p and SFRP5. Life Sci. 2023 May 8:121739. doi: 10.1016/j.lfs.2023.121739. Epub ahead of print. PMID: 37164308. 2. Zhao L, Yao L, Chen R, He J, Lin T, Qiu S, Chen G, Chen H, Qiu SX. Pinostrobin from plants and propolis against human coronavirus HCoV-OC43 by modulating host AHR/CYP1A1 pathway and lipid metabolism. Antiviral Res. 2023 Apr;212:105570. doi: 10.1016/j.antiviral.2023.105570. Epub 2023 Mar 1. PMID: 36863496; PMCID: PMC9974210.
In vivo protocol:
1. Ijaz MU, Najam S, Hamza A, Azmat R, Ashraf A, Unuofin JO, Lebelo SL, Simal-Gandara J. Pinostrobin alleviates testicular and spermatological damage induced by polystyrene microplastics in adult albino rats. Biomed Pharmacother. 2023 Jun;162:114686. doi: 10.1016/j.biopha.2023.114686. Epub 2023 Apr 10. PMID: 37044025. 2. Kongsui R, Surapinit S, Promsrisuk T, Thongrong S. Pinostrobin from Boesenbergia rotunda attenuates oxidative stress and promotes functional recovery in rat model of sciatic nerve crush injury. Braz J Med Biol Res. 2023 Feb 27;56:e12578. doi: 10.1590/1414-431X2023e12578. PMID: 36856256; PMCID: PMC9974073.
1: Thongrong S, Promsrisuk T, Sriraksa N, Surapinit S, Jittiwat J, Kongsui R. Alleviative effect of scopolamine‑induced memory deficit via enhancing antioxidant and cholinergic function in rats by pinostrobin from Boesenbergiarotunda (L.). Biomed Rep. 2024 Jul 8;21(3):130. doi: 10.3892/br.2024.1818. PMID: 39070112; PMCID: PMC11273195. 2: Tran TH, Le TH, Nguyen TT, Vong LB, Nguyen MTT, Nguyen NT, Dang PH. Discovery of Alkyl Triphenylphosphonium Pinostrobin Derivatives as Potent Anti-Breast Cancer Agents. Chem Biodivers. 2024 Jul;21(7):e202400864. doi: 10.1002/cbdv.202400864. Epub 2024 Jun 8. PMID: 38699953. 3: Saengboonmee C, Thithuan K, Mahalapbutr P, Taebprakhon C, Aman A, Rungrotmongkol T, Kamkaew A, Schevenels FT, Chompupong T, Wongkham S, Lekphrom R. Anti-proliferative Effects of Pinocembrin Isolated From Anomianthus dulcis on Hepatocellular Carcinoma Cells. Integr Cancer Ther. 2024 Jan- Dec;23:15347354241237519. doi: 10.1177/15347354241237519. PMID: 38462928; PMCID: PMC10929038. 4: Kongsui R, Promsrisuk T, Klimaschewski L, Sriraksa N, Jittiwat J, Thongrong S. Pinostrobin mitigates neurodegeneration through an up-regulation of antioxidants and GDNF in a rat model of Parkinson's disease. F1000Res. 2023 Oct 27;12:846. doi: 10.12688/f1000research.134891.2. PMID: 38434672; PMCID: PMC10904945. 5: Gunasekaran V, Dhakshinamurthy SS. Computational Insights into the Interaction of Pinostrobin with Bcl-2 Family Proteins: A Molecular Docking Analysis. Asian Pac J Cancer Prev. 2024 Feb 1;25(2):507-512. doi: 10.31557/APJCP.2024.25.2.507. PMID: 38415536; PMCID: PMC11077126. 6: Saah S, Siriwan D, Trisonthi P, Dueramae S. Physicochemical and biological properties of encapsulated Boesenbergia rotunda extract with different wall materials in enhancing antioxidant, mineralogenic and osteogenic activities of MC3T3-E1 cells. Saudi Pharm J. 2024 Apr;32(4):101998. doi: 10.1016/j.jsps.2024.101998. Epub 2024 Feb 20. PMID: 38414781; PMCID: PMC10897896. 7: Belahcene S, Kebsa W, Akingbade TV, Umar HI, Omoboyowa DA, Alshihri AA, Abo Mansour A, Alhasaniah AH, Oraig MA, Bakkour Y, Leghouchi E. Chemical Composition Antioxidant and Anti-Inflammatory Activities of Myrtus communis L. Leaf Extract: Forecasting ADMET Profiling and Anti-Inflammatory Targets Using Molecular Docking Tools. Molecules. 2024 Feb 14;29(4):849. doi: 10.3390/molecules29040849. PMID: 38398601; PMCID: PMC10893115. 8: Techapichetvanich P, Tangpanithandee S, Supannapan K, Wongwiwatthananukit S, Chang LC, Khemawoot P. Oral sub-chronic toxicity of fingerroot (Boesenbergia rotunda) rhizome extract formulation in Wistar rats. Toxicol Rep. 2024 Jan 30;12:224-233. doi: 10.1016/j.toxrep.2024.01.013. PMID: 38328737; PMCID: PMC10847838. 9: Liana D, Eurtivong C, Phanumartwiwath A. Boesenbergia rotunda and Its Pinostrobin for Atopic Dermatitis: Dual 5-Lipoxygenase and Cyclooxygenase-2 Inhibitor and Its Mechanistic Study through Steady-State Kinetics and Molecular Modeling. Antioxidants (Basel). 2024 Jan 5;13(1):74. doi: 10.3390/antiox13010074. PMID: 38247498; PMCID: PMC10812521. 10: Ishola IO, Olubodun-Obadun TG, Akinwande AS, Adeyemi OO. Cajanus cajan (L) Millsp. seed extract ameliorates scopolamine-induced amnesia through increase in antioxidant defense mechanisms and cholinergic neurotransmission. Niger J Physiol Sci. 2023 Jun 30;38(1):91-99. doi: 10.54548/njps.v38i1.13. PMID: 38243363. 11: Boulechfar S, Zellagui A, Bensouici C, Lahouel M, Desdous A. GC-MS based metabolic profile and toxicological evaluation of three Algerian propolis. Nat Prod Res. 2023 Dec 26:1-5. doi: 10.1080/14786419.2023.2298382. Epub ahead of print. PMID: 38146614. 12: Ali Abed Wahab B, Ain Salehen N, Abdulla MA, A J Jabbar A, Abdel Aziz Ibrahim I, Almaimani G, AbdulMonam Zainel M, Bamagous GA, Almaimani RA, Almasmoum HA, Ghaith MM, Farrash WF, Almutawif YA. Pinostrobin attenuates azoxymethane-induced colorectal cytotoxicity in rats through augmentation of apoptotic Bax/Bcl-2 proteins and antioxidants. SAGE Open Med. 2023 Dec 8;11:20503121231216585. doi: 10.1177/20503121231216585. PMID: 38078205; PMCID: PMC10710114. 13: Lê HG, Võ TC, Kang JM, Nguyễn TH, Hwang BS, Oh YT, Na BK. Antiamoebic activities of flavonoids against pathogenic free-living amoebae, Naegleria fowleri and Acanthamoeba species. Parasites Hosts Dis. 2023 Nov;61(4):449-454. doi: 10.3347/PHD.23078. Epub 2023 Nov 28. PMID: 38043540; PMCID: PMC10693969. 14: Zhao LL, Jayeoye TJ, Ashaolu TJ, Olatunji OJ. Pinostrobin, a dietary bioflavonoid exerts antioxidant, anti-inflammatory, and anti-apoptotic protective effects against methotrexate-induced ovarian toxicity in rats. Tissue Cell. 2023 Dec;85:102254. doi: 10.1016/j.tice.2023.102254. Epub 2023 Oct 20. PMID: 37866152. 15: Cruz JDD, Mpalantinos MA, Oliveira LR, Branches TG, Xavier A, Souza FDCDA, Aguiar JPL, Ferreira JLP, Silva JRA, Amaral ACF. Nutritional and chemical composition of Alpinia zerumbet leaves, a traditional functional food. Food Res Int. 2023 Nov;173(Pt 2):113417. doi: 10.1016/j.foodres.2023.113417. Epub 2023 Aug 29. PMID: 37803755. 16: Chen PY, Lin CY, Wu CL, Keak PY, Liou JW, Gao WY, Lin LI, Yen JH. Pinostrobin modulates FOXO3 expression, nuclear localization, and exerts antileukemic effects in AML cells and zebrafish xenografts. Chem Biol Interact. 2023 Nov 1;385:110729. doi: 10.1016/j.cbi.2023.110729. Epub 2023 Sep 28. PMID: 37777166. 17: Tao Y, Deng Y, Wang P. Traditional uses, phytochemistry, pharmacology, processing methods and quality control of Lindera aggregata (Sims) Kosterm: A critical review. J Ethnopharmacol. 2024 Jan 10;318(Pt A):116954. doi: 10.1016/j.jep.2023.116954. Epub 2023 Jul 26. PMID: 37499843. 18: Widiandani T, Tandian T, Zufar BD, Suryadi A, Purwanto BT, Hardjono S, Siswandono. In vitro study of pinostrobin propionate and pinostrobin butyrate: Cytotoxic activity against breast cancer cell T47D and its selectivity index. J Public Health Afr. 2023 Mar 16;14(Suppl 1):2516. doi: 10.4081/jphia.2023.2516. PMID: 37492547; PMCID: PMC10365674. 19: Wiyono AS, Siswandono, Diyah NW. Molecular docking of 5-o-benzoylpinostrobin derivatives from Boesenbergia pandurata roxb. as anti-inflammatory. J Public Health Afr. 2023 Mar 16;14(Suppl 1):2532. doi: 10.4081/jphia.2023.2532. PMID: 37492536; PMCID: PMC10365665. 20: Ijaz MU, Shahzadi S, Hamza A, Azmat R, Anwar H, Afsar T, Shafique H, Bhat MA, Naglah AM, Al-Omar MA, Razak S. Alleviative effects of pinostrobin against cadmium-induced renal toxicity in rats by reducing oxidative stress, apoptosis, inflammation, and mitochondrial dysfunction. Front Nutr. 2023 May 24;10:1175008. doi: 10.3389/fnut.2023.1175008. PMID: 37342552; PMCID: PMC10278233.