Page last updated: 2024-12-07

16-hydroxycleroda-3,13(14)-dien-15,16-olide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

16-hydroxycleroda-3,13(14)-dien-15,16-olide is a naturally occurring diterpenoid compound found in plants, particularly in the genus *Clerodendrum*. It's also known by several other names, including **Clerodane Diterpene**, **Clerodin**, and **Codonopsis** (though the latter is a broader term for a group of related compounds).

Here's why it's important for research:

**1. Biological Activity:**

* **Anti-inflammatory:** Clerodane Diterpenes, including 16-hydroxycleroda-3,13(14)-dien-15,16-olide, have shown potent anti-inflammatory activity in various studies. This is attributed to their ability to inhibit the production of inflammatory mediators like prostaglandins and leukotrienes.
* **Anti-cancer:** Research suggests that this compound exhibits anti-proliferative effects against certain cancer cell lines, potentially by inducing apoptosis (programmed cell death) and inhibiting cell cycle progression.
* **Anti-microbial:** Clerodane Diterpenes demonstrate activity against various bacteria and fungi, making them potential candidates for developing new antimicrobial drugs.
* **Anti-parasitic:** Some studies highlight the potential of these compounds for combating parasitic infections, particularly those caused by protozoa.

**2. Chemical Structure and Diversity:**

* The complex structure of Clerodane Diterpenes, including the presence of various functional groups and stereochemistry, makes them intriguing targets for chemical synthesis and modification. This allows researchers to investigate structure-activity relationships and potentially develop more potent and targeted therapeutic agents.
* The presence of numerous Clerodane Diterpenes with varying modifications within the *Clerodendrum* genus provides a rich source of biodiversity for exploring their potential medicinal applications.

**3. Traditional Medicine:**

* Plants containing Clerodane Diterpenes, especially those from the *Clerodendrum* genus, have been used in traditional medicine for centuries to treat various ailments, including inflammation, infections, and pain. This historical knowledge provides a valuable starting point for modern research and drug discovery efforts.

**4. Future Potential:**

* Due to their diverse biological activities, Clerodane Diterpenes are attracting increasing attention in the pharmaceutical industry. They represent promising leads for the development of new drugs to treat inflammatory diseases, cancer, infectious diseases, and other conditions.

**Current Research:**

Research on 16-hydroxycleroda-3,13(14)-dien-15,16-olide and other Clerodane Diterpenes is ongoing, focusing on:

* Elucidating the specific mechanisms of their biological actions.
* Exploring their potential applications in different therapeutic areas.
* Optimizing their chemical structure to enhance their efficacy and reduce toxicity.
* Developing safe and efficient methods for their extraction and synthesis.

Overall, 16-hydroxycleroda-3,13(14)-dien-15,16-olide and related Clerodane Diterpenes are promising molecules with significant potential for drug development and medical applications. However, further research is needed to fully understand their therapeutic potential and ensure safe and effective use.

16-hydroxycleroda-3,13(14)-dien-15,16-olide: from Polyalthia longifolia; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
PolyalthiagenusA plant genus of the family ANNONACEAE. Members contain 8-oxopolyalthiaine.[MeSH]AnnonaceaeThe custard-apple plant family of the order Magnoliales, subclass Magnoliidae, class Magnoliopsida. Some members provide large pulpy fruits and commercial timber. Leaves and wood are often fragrant. Leaves are simple, with smooth margins, and alternately arranged in two rows along the stems.[MeSH]

Cross-References

ID SourceID
PubMed CID124820
MeSH IDM0196575

Synonyms (7)

Synonym
5-hydroxy-4-(2-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl)ethyl)-2(5h)-furanone
2(5h)-furanone, 5-hydroxy-4-(2-(1,2,3,4,4a,7,8,8a-octahydro-1,2,4a,5-tetramethyl-1-naphthalenyl)ethyl)-
16-hydroxycleroda-3,13(14)-dien-15,16-olide
16-hcdo
(5r)-5-hydroxy-4-{2-[(2r,4ar,8ar)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]ethyl}furan-2(5h)-one
92593-91-4
DTXSID10276279

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"The data reveal Compound 1 is a potent and safe antileishmanial."( 16alpha-Hydroxycleroda-3,13 (14)Z-dien-15,16-olide from Polyalthia longifolia: a safe and orally active antileishmanial agent.
Chaudhaery, SS; Dube, A; Gupta, R; Gupta, SS; Kumar, A; Majumder, HK; Misra, P; Sashidhara, KV; Saxena, AK; Singh, SP, 2010
)
0.36

Pharmacokinetics

ExcerptReferenceRelevance
"A selective and sensitive LC-MS-MS method was developed and validated for simultaneous estimation and pharmacokinetic studies of 16α-hydroxycleroda-3,13(14) Z-dien-15,16-olide (K-09) obtained from Polyalthia longifolia and its metabolite (K-9T), a novel antidyslipidemic agent."( Simultaneous estimation of 16α-hydroxycleroda-3,13(14) Z-dien-15,16-olide from Polyalthia longifolia and its metabolite in hamster plasma: application to pharmacokinetic study.
Bhatta, RS; Chhonker, YS; Jain, GK; Kumar, D; Sashidhara, KV; Singh, SP, 2012
)
0.38
" The objective of the present study was to investigate the probable reversible metabolism of 4655K-09 and evaluate its effects on pharmacokinetic (PK) properties."( Evaluation of interconversion pharmacokinetics of 16α-hydroxycleroda-3,13(14)Z-dien-15,16-olide - a novel HMG-CoA reductase inhibitor and its acid metabolite using multi-compartmental pharmacokinetic model in mice.
Bhatta, RS; Laxman, TS; Marandi, CM; Mishra, A; Puttervu, SK; Sashidhara, KV; Saxena, S; Singh, SP; Verma, S; Yadav, MK, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (7.69)18.2507
2000's1 (7.69)29.6817
2010's11 (84.62)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.44

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.44 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index5.08 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.44)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]