Tinosporide

Tinosporide
Names
	IUPAC name (2S,4aR,6aR,7S,7aS,8aS,9S,9aS,9bS)-2-(3-Furanyl)dodecahydro-7-hydroxy-6a,9b-dimethyl-9,7-(epoxymethano)-4H-oxireno[6,7]naphtho[2,1-c]pyran-4,11-dione
	Other names 2,3-Epoxycolumbin; Jateorin; 5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14,16-trioxapentacyclo[10.3.2.02,11.03,8.013,15]heptadecane-7,17-dione
Identifiers
CAS Number	23369-74-6;
3D model (JSmol)	Interactive image;
ChemSpider	146649;
PubChem CID	167631;
	InChI InChI=1S/C20H22O7/c1-18-7-11(9-4-6-24-8-9)25-16(21)10(18)3-5-19(2)14(18)12-13-15(26-13)20(19,23)17(22)27-12/h4,6,8,10-15,23H,3,5,7H2,1-2H3 Key: TXOMRNMZLZXJQP-UHFFFAOYSA-N;
	SMILES [H][C@@]12CC[C@]3(C)[C@@]([H])([C@@H]4OC(=O)[C@@]3(O)[C@H]3O[C@@H]43)[C@]1(C)C[C@H](OC2=O)C1=COC=C1;
Properties
Chemical formula	C20H22O7
Molar mass	374.389 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tinosporide is a chemical compound classified as a diterpenoid and a furanolactone. It was first isolated from the plant Tinospora cordifolia, from which it derives its name.^[1]^[2] It has since been found in other plants of the genus Tinospora, such as Tinospora glabra.^[3] ^[4] ^[5]

Because Tinospora cordifolia has been used in traditional herbal medicine, there has been research directed at exploring the potential pharmacology of tinosporide and related compounds.^[6]

Related compounds

Other diterpenoid furanolactones with a similar structure include columbin, palmarin, and chasmanthin.

Columbin
Palmarin
Chasmanthin

External links

^ Swaminathan, K.; Sinha, U. C.; Bhatt, R. K.; Sabata, B. K.; Tavale, S. S. (1989). "Structure of tinosporide, a diterpenoid furanolactone from Tinospora cordifolia Miers". Acta Crystallographica Section C. 45 (1): 134–136. Bibcode:1989AcCrC..45..134S. doi:10.1107/s0108270188009953. PMID 2610955.
^ Sharma, Priyanka; Dwivedee, Bharat P.; Bisht, Dheeraj; Dash, Ashutosh K.; Kumar, Deepak (2019). "The chemical constituents and diverse pharmacological importance of Tinospora cordifolia". Heliyon. 5 (9): e02437. Bibcode:2019Heliy...502437S. doi:10.1016/j.heliyon.2019.e02437. PMC 6827274. PMID 31701036.
^ "Isolation and Characterisation of clerodane diterpenoids from the traditional medicinal plant -Tinospora glabra (Burm. f.) Merrill".
^ Girme, Aboli; Saste, Ganesh; Singh, Ruchi; Mirgal, Amit; Ingavale, Rajnita; Balasubramaniam, Arun Kumar; Ghoshal, Sautik; Ghule, Chetana; Patel, Saurabh; Verma, Mahendra Kumar; Maurya, Rakesh; Hingorani, Lal (2022). "Quantitative and rapid quality assessment methods for the multi-class bioactive constituents of Tinospora cordifolia using high-performance liquid and thin layer chromatography analysis with tandem mass spectrometry characterization". Separation Science Plus. 5 (8): 378–392. doi:10.1002/sscp.202200048. S2CID 249304214.
^ Adib, Mohiminul; Islam, Rashedul; Ahsan, Monira; Rahman, Arifur; Hossain, Mahmud; Rahman, Md Mustafizur; Alshehri, Sultan M.; Kazi, Mohsin; Mazid, Md Abdul (2021). "Cholinesterase inhibitory activity of tinosporide and 8-hydroxytinosporide isolated from Tinospora cordifolia: In vitro and in silico studies targeting management of Alzheimer's disease". Saudi Journal of Biological Sciences. 28 (7): 3893–3900. doi:10.1016/j.sjbs.2021.03.063. PMC 8241625. PMID 34220245.
^ Pathak, Ashish K.; Jain, Dharam C.; Sharma, Ram P. (1995). "Chemistry and Biological Activities of the Genera Tinospora". International Journal of Pharmacognosy. 33 (4): 277–287. doi:10.3109/13880209509065379.

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[1] Swaminathan, K.; Sinha, U. C.; Bhatt, R. K.; Sabata, B. K.; Tavale, S. S. (1989). "Structure of tinosporide, a diterpenoid furanolactone from Tinospora cordifolia Miers". Acta Crystallographica Section C. 45 (1): 134–136. Bibcode:1989AcCrC..45..134S. doi:10.1107/s0108270188009953. PMID 2610955.

[2] Sharma, Priyanka; Dwivedee, Bharat P.; Bisht, Dheeraj; Dash, Ashutosh K.; Kumar, Deepak (2019). "The chemical constituents and diverse pharmacological importance of Tinospora cordifolia". Heliyon. 5 (9): e02437. Bibcode:2019Heliy...502437S. doi:10.1016/j.heliyon.2019.e02437. PMC 6827274. PMID 31701036.

[3] "Isolation and Characterisation of clerodane diterpenoids from the traditional medicinal plant -Tinospora glabra (Burm. f.) Merrill".

[4] Girme, Aboli; Saste, Ganesh; Singh, Ruchi; Mirgal, Amit; Ingavale, Rajnita; Balasubramaniam, Arun Kumar; Ghoshal, Sautik; Ghule, Chetana; Patel, Saurabh; Verma, Mahendra Kumar; Maurya, Rakesh; Hingorani, Lal (2022). "Quantitative and rapid quality assessment methods for the multi-class bioactive constituents of Tinospora cordifolia using high-performance liquid and thin layer chromatography analysis with tandem mass spectrometry characterization". Separation Science Plus. 5 (8): 378–392. doi:10.1002/sscp.202200048. S2CID 249304214.

[5] Adib, Mohiminul; Islam, Rashedul; Ahsan, Monira; Rahman, Arifur; Hossain, Mahmud; Rahman, Md Mustafizur; Alshehri, Sultan M.; Kazi, Mohsin; Mazid, Md Abdul (2021). "Cholinesterase inhibitory activity of tinosporide and 8-hydroxytinosporide isolated from Tinospora cordifolia: In vitro and in silico studies targeting management of Alzheimer's disease". Saudi Journal of Biological Sciences. 28 (7): 3893–3900. doi:10.1016/j.sjbs.2021.03.063. PMC 8241625. PMID 34220245.

[6] Pathak, Ashish K.; Jain, Dharam C.; Sharma, Ram P. (1995). "Chemistry and Biological Activities of the Genera Tinospora". International Journal of Pharmacognosy. 33 (4): 277–287. doi:10.3109/13880209509065379.

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