Serratenediol | CAS:2239-24-9 | Manufacturer ChemFaces

Serratenediol

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Description:

Serratenediol demonstrates strong inhibitory effects on the Epstein-Barr virus early antigen (EBV-EA) activation without showing any cytotoxicity, its effects being stronger than that of a representative control, oleanolic acid. Serratenediol can promote the proliferation rate,alkaline phosphate(ALP) activity and some osteogenic gene expression of osteoblasts. Serratenediol also has significant and dose-dependent growth inhibitory effects on HL-60 cells via regulating the ratio of Bax/Bcl-xL.

Targets:

Caspase | PARP | Bcl-xL | Bcl‑2/Bax

In vitro:

Journal of South-Central University for Nationalities (Natural Science Edition), 2012, 31(3):33-7.

Effects of Serratenediol on the Osteogenic Activity of Cultured Osteoblasts in vitro.[Reference: WebLink]

METHODS AND RESULTS:
To study the effect of Serratenediol(an extract from Lycopodium obscurum L.) on the osteogenic activity of cultured osteoblasts,MTT assay、 alkaline phosphate(ALP) assay kit and real-time PCR were used to determine the proliferation rate,ALP activity and osteogenic genes(c-jun、c-fos、Osterix、ALP、Col-Ⅰ、OC) expression of osteoblasts.The results elucidated that treatment of Serratenediol for 3 days could promote the proliferation rate,the expression of c-jun and c-fos genes and first inhibit then enhance Osterix gene of osteoblasts.
CONCLUSIONS:
Serratencdiol treatment for 9 days could enhance the expression of ALP and Col-Ⅰ genes.There was no obvious effect of Serratenediol on the expression of OC.So Serratenediol could promote the proliferation rate,ALP activity and some osteogenic gene expression of osteoblasts.It is one of the effective component from Lycopodium obscurum L.for bone healing.

In vivo:

Cancer Lett. 2003 Jul 10;196(2):121-6.

Cancer chemopreventive activity of serratane-type triterpenoids on two-stage mouse skin carcinogenesis.[Pubmed: 12860269]

METHODS AND RESULTS:
Eleven serratane-type triterpenoids isolated from the stem bark of Picea jezoensis (Sieb. et Zucc.) Carr. var. jezoensis (Pinaceae) and the stem bark of Picea jezoensis (Sieb. et Zucc.) Carr. var. hondoensis (Mayer) Rehder (Pinaceae) and three synthetic analogs were studied for their possible inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA). 21-EpiSerratenediol, Serratenediol, diepiSerratenediol, 3 beta-hydroxyserrat-14-en-21-one, 3 alpha-methoxy-21 beta-hydroxyserrat-14-en-16-one, 3 beta-methoxyserrat-14-en-21 beta-yl acetate, 3 alpha-methoxyserrat-14-en-21 beta-yl acetate and 3 beta-methoxyserrat-14-en-21 alpha-yl acetate demonstrated strong inhibitory effects on the EBV-EA activation without showing any cytotoxicity, their effects being stronger than that of a representative control, oleanolic acid. Furthermore, 21-epiSerratenediol exhibited a remarkable inhibitory effect on skin tumor promotion in an in vivo two-stage mouse skin carcinogenesis test using 7,12-dimethylbenz[a]anthracene as an initiator and TPA as a promoter.
CONCLUSIONS:
The result of the present investigation indicated that 21-epiSerratenediol might be valuable as a potent cancer chemopreventive agent.

Serratenediol Description

Source:	The herbs of Lycopodium serratum Thunb.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Cell Research:

Food Chem Toxicol. 2012 Aug;50(8):2629-34.

Investigation of the component of Lycopodium serratum extract that inhibits proliferation and mediates apoptosis of human HL-60 leukemia cells.[Pubmed: 22613212]

METHODS AND RESULTS:
Serratenediol (SE), a known biologically active agent, was isolated from MC fraction of LSE and was able to demonstrate significant and dose-dependent growth inhibitory effects on HL-60 cells. Similar to the effects observed with the crude LSE, the Serratenediol-related effects included the formation of apoptotic bodies and fragmented DNA, as well as the accumulation of DNA in the sub-G(1) phase of the cell cycle. Analysis of the mechanism of these events indicated that Serratenediol treated cells had an increased ratio of Bax/Bcl-xL, released the cytochrome c, activated caspase-9, -3, and cleaved poly-ADP-ribose polymerase (PARP); these observations are hallmarks of apoptotic events.
CONCLUSIONS:
Thus, the results suggest that Serratenediol can induce apoptosis via regulating the ratio of Bax/Bcl-xL in HL-60 cell lines.

Structure Identification:

Org Lett. 2001 Oct 4;3(20):3215-6.

A simple enantioselective synthesis of serratenediol.[Pubmed: 11574034]

METHODS AND RESULTS:
A short synthesis of Serratenediol is described, which involves a number of powerful key steps including (1) catalytic enantioselective syntheses of the phenyl sulfone and acylsilane shown above, (2) their coupling, and (3) further stereoselective cationic cyclizations.

Product Name	Serratenediol
Price:
CAS No.:	2239-24-9
Catalog No.:	CFN98216
Molecular Formula:	C₃₀H₅₀O₂
Molecular Weight:	442.7 g/mol
Purity:	>=98%
Type of Compound:	Triterpenoids
Physical Desc.:	Powder
Source:	The herbs of Lycopodium serratum Thunb.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Inhibitors Compound Library Pro-osteoblastogenesis Compound Library Triterpenoids Compound Library PARP Inhibitor Library Caspase Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.2589 mL	11.2943 mL	22.5887 mL	45.1773 mL	56.4717 mL
5 mM	0.4518 mL	2.2589 mL	4.5177 mL	9.0355 mL	11.2943 mL
10 mM	0.2259 mL	1.1294 mL	2.2589 mL	4.5177 mL	5.6472 mL
50 mM	0.0452 mL	0.2259 mL	0.4518 mL	0.9035 mL	1.1294 mL
100 mM	0.0226 mL	0.1129 mL	0.2259 mL	0.4518 mL	0.5647 mL

CFN99371	Phlegmanol C	1260-05-5	484.8	C₃₂H₅₂O₃
CFN98216	Serratenediol	2239-24-9	442.7	C₃₀H₅₀O₂
CFN98339	Serratenediol diacetate	27832-84-4	526.8	C₃₄H₅₄O₄
CFN98264	21-Episerratriol	24513-57-3	458.7	C₃₀H₅₀O₃
CFN99446	Serratriol	13956-52-0	458.7	C₃₀H₅₀O₃
CFN99445	Lycoclavanol	13956-51-9	458.7	C₃₀H₅₀O₃
CFN98896	Lyclaninol	53755-76-3	474.7	C₃₀H₅₀O₄
CFN98897	Lycernuic acid A	53755-77-4	472.7	C₃₀H₄₈O₄
CFN98938	Methyl lycernuate A	56218-46-3	486.7	C₃₁H₅₀O₄
CFN98814	alpha-Onocerol	511-01-3	442.7	C₃₀H₅₀O₂