• 대한화장품학회지
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• 제36권4호
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• pp.295-301
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• 2010

본 연구에서는 천연 추출물을 이용하여 화장품 원료를 개발하고자 다양한 천연물을 대상으로 조사하였고 그중 광나무 추출물을 선별하여 주름 개선 원료로 사용하고자 하였다. 고성능액체크로마토그래피를 수행하여 주름 개선 효과로 잘 알려진 oleanolic acid 31.06 %와 ursolic acid 8.92 %를 확인하였다. 제조된 광나무 추출물은 피부 섬유아세포에서 procollagen type I과 hyaluronan synthase-3의 발현을 증가시키고 matrix metalloproteinase (MMP)-1, MMP-2, cyclooxygenase-2의 발현을 감소시킬 뿐 아니라 elastase의 활성을 억제하여 주름 개선 기능을 갖는 것을 확인하였다. 따라서 광나무 추출물은 주름개선 화장품 소재로 개발될 수 있는 잠재력이 있다.

• The Korean Journal of Physiology and Pharmacology
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• 제18권5호
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• pp.441-446
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• 2014

Ursolic acid (UA), a type of pentacyclic triterpenoid carboxylic acid purified from natural plants, can promote skeletal muscle development. We measured the effect of resistance training (RT) with/without UA on skeletal muscle development and related factors in men. Sixteen healthy male participants (age, $29.37{\pm}5.14$ years; body mass index=$27.13{\pm}2.16kg/m^2$) were randomly assigned to RT (n=7) or RT with UA (RT+UA, n=9) groups. Both groups completed 8 weeks of intervention consisting of 5 sets of 26 exercises, with 10~15 repetitions at 60~80% of 1 repetition maximum and a 60~90-s rest interval between sets, performed 6 times/week. UA or placebo was orally ingested as 1 capsule 3 times/day for 8 weeks. The following factors were measured pre-and post-intervention: body composition, insulin, insulin-like growth factor-1 (IGF-1), irisin, and skeletal muscle strength. Body fat percentage was significantly decreased (p<0.001) in the RT+UA group, despite body weight, body mass index, lean body mass, glucose, and insulin levels remaining unchanged. IGF-1 and irisin were significantly increased compared with baseline levels in the RT+UA group (p<0.05). Maximal right and left extension (p<0.01), right flexion (p<0.05), and left flexion (p<0.001) were significantly increased compared with baseline levels in the RT+UA group. These findings suggest that UA-induced elevation of serum irisin may be useful as an agent for the enhancement of skeletal muscle strength during RT.

• 생약학회지
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• 제27권4호
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• pp.389-396
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• 1996

Spiraea prunifolia var. simpliciflora (Rosaceae) is a deciduous. latifoliate shrub growing in most parts of Korea. The roots of this plant have been used for malaria, as antipyretics and emetics. From the roots of this plant, sterol glycoside and two triterpenoids were isolated and the structures were elucidated by chemical and spectroscopic methods. They were identified as $3{\beta}-hydroxyurs-12-ene-28-oic$ acid (ursolic acid.1), $2{\alpha}$, $3{\beta}$, $19{\alpha}-trihy-droxyurs-12-ene-28-oic$ acid (tormentic acid.2) and ${\beta}-sitoste-rol-3-O-{\beta}-D-glucopyranoside$ (3).

• Archives of Pharmacal Research
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• 제8권4호
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• pp.221-227
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• 1985

Acetyl-11-ketopomolic acid methyl ester (VI), mp 276-$278^{\circ}$ was synthesized from pomolic acid (III). The mild alkaline treatment of VI induced the opening of ring E on carbone skeleton to yield VII, and then VII was deacetylated to give VIII, mp 82-$84^{\circ}$ Compound VIII was established as 11, 19-diketo-18, 19-secoursolic acid methylester. The E-ring opening was believed to be due to regrograde aidol condensation.

• Applied Biological Chemistry
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• 제49권4호
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• pp.270-275
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• 2006

Triterpenoid를 포함하고 있는 $2{\beta},\;3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic acid를 애기마름으로부터 분리하였다. 이것은 pentacyclic triterpenes의 공통 구조를 가지며 amyrin ursolic acid 그룹에 속해 있다. 본 연구에서는 이 화합물의 독성 영향을 인간 간암 세포주인 HepG2에서 조사하였다. $2{\beta},\;3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic acid는 처리한 양에 비례하여 HepG2 세포주에서 독성을 보였다. 그리고 Confocal microscopy 결과는 $2{\beta},\;3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic acid를 HepG2 세포에 처리한 시간에 비례하여 녹색 형광의 증가를 보여주었다. $2{\beta},\;3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic acid는 또한 HepG2 세포의 sub-G1 cell population 뿐만 아니라 DNA 분절(fragmentation) 현상의 증가를 보여 주었다. 이러한 결과는 $22{\beta},\;3{\alpha}$, 23-trihydroxyrus-12-ene-28-oic acid가 HepG2 세포에서 apoptosis를 통한 세포 사멸 유도를 의미한다.

• Archives of Pharmacal Research
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• 제27권4호
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• pp.376-380
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• 2004

Five pentacyclic triterpenoids, oleanolic acid (1), hederagenin (2), ursolic acid (3), tormentic acid (4) and myrianthic acid (5), were isolated from the methanol extract of the leaves of Campsis grandiflora, and structures of the compounds were established by the spectroscopic methods. Compounds 2, 3, 4, and 5 were isolated for the first time from the genus Campsis. All of the compounds ($IC_{50}$: 45.3, 32.8, 82.6, 42.9 and $46.2{\mu}M$ respectively) were as equivalently inhibitive as acetylsalicylic acid ($IC_{50}:57.0{\mu}M$) on epinephrine induced platelet aggregation.

• Biomolecules & Therapeutics
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• 제11권1호
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• pp.1-4
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• 2003

Plants are known as important source in the search for new drugs. The twelve compounds from Viscum album (Loranthaceae), lupeol (1), betulonic acid (2), betulinic acid (3), terminic acid (4), ursolic acid (5), $\beta$-sitosterol (6), $\alpha$-spinasterol (7), oleanolic acid (8), 5-hydroxy-1-(4′-hydoxyphenyl)-7-(4"-hydroxyphenyl)-hepta-1-en-3-on (9), 2′-hydroxy-4′,6′-dimethoxychalcone-4-O-glucoside (10), 2′-hydroxy-4′,6′-dimethoxychalcone-4-O-[apiosyl(l$\longrightarrow$2)]glucoside (11) and syringin (12) were evaluated for their immunomodulatory properties. Compounds 6 and 11 induced the macrophage tumoricidal activity and the lymphocyte blastogenesis. In addition, these compounds stimulated the macrophages to induce the production of TNF-$\alpha$ and NO. These findings suggest that compounds 6 and 11 are modulating various elements of the host immune response.

• 대한약학회:학술대회논문집
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• 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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• pp.370.1-370.1
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• 2002

Prunella vulgaris var. lilacina (Labiatae) has been used as a Korean traditional medicine for the treatment of. fever. inflammation. urinary disadvantage and cancer. We previously isolated three $\alpha$-amyrin triterpenoids from n-butanol-I extract. They are 3$\alpha$-hydroxyurs-12-ene-28-oic acid (ursolic acid). 2$\alpha$, 3$\alpha$-dihydroxyurs-12-ene-28-oic acid and 2$\alpha$. 3$\alpha$. 19$\alpha$ trihydroxyurs-12-ene-28-oic acid (euscaphic acid) exhibiting cytotoxicity and topoisomerase I inhibition. (omitted)

• KSBB Journal
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• 제19권6호
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• pp.471-477
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• 2004

중국의 약용 식물들은 중국에서 전통적으로 많은 질병을 예방하거나 치료하는데 쓰여 왔다. 백화사설초는 항암 활성을 지닌 중국의 약용 식물 중의 하나이다. Triterpenoid 화합물인 oleanolic acid와 ursolic acid는 이성질체이며 백화사설초에 포함되어있다 이들은 간 보호, 항염증, 항암, 항체형성 촉진 등의 효과가 알려져 있다. 유용물질을 생산할 목적으로 식물세포배양을 이용할 경우에는 배양조건을 제어함에 따라 유용물질을 포함한 세포를 효율적으로 얻을 수 있으며 수확도 쉽다. 따라서 백화사설초로부터 현탁세포를 유도하기 위해 기본적인 생장조절제인 2,4-D와 kinetin을 사용하였다. 무균 조건하에서 발아시킨 백화사설초의 잎을 사용하여 0.5 mg/L 2,4-D, 0.1 mg/L kinetin, 30 g/L sucrose가 첨가된 Schenk 및 Hildebrandt 배지에서 캘러스를 처음으로 유도하였다. 백화사설초의 현탁세포 유도와 oleanolic acid의 생산성을 위한 최적의 생장조절제 조건은 0.75 mg/L의 2,4-D와 0.1 mg/L의 kinetin이 첨가된 경우였다. Oleanolic acid가 소수성 물질이라는 것에 착안하여 역상 컬럼을 사용한 HPLC로 분석하였는데, Rexchrom S5-100-ODS column의 분리능이 가장 좋았다. Spectrophotometer와 photodiode array detector를 사용하여 oleanolic acid와 ursolic acid의 최적 UV 파장을 검색한 결과, 200 nm에서 최적의 UV 흡광도가 나타났다. 이동상은 acetonitrile과 water를 80 : 20으로, 유속은 1.0 mL/min로 결정하였다. Oleanolic acid의 생산을 증대시키기 위해 signal transducer와 abiotic elicitor를 배양 6일째 첨가하였고, 배양 10일째 수확하였다. 10 mM의 methyl jasmonate, 0.5 mM의 salicylic acid, 0.1 mM의 vanadyl sulfate를 처리했을 경우, 각각 63.6, 99.6, 67.0 mg/L의 oleanolic acid가 생산되었고, 이것은 control에서 생산된 양 (57.4 mg/L)보다 높았다. 특히, 0.5 mM의 salicylic acid를 처리한 경우는 control에 비해 1.74배로 증가하였다. Methyl jasmonate 100 mM을 배양 6일째 첨가했을 때의 세포생장 변화를 보면, 첨가 후 2일이 지나면서부터 세포의 양이 크게 감소하기 시작하여 첨가 4일 후부터는 변화가 없었다. 따라서 methyl jasmonate를 처리 후 4일이 지나면 세포가 모두 죽는다는 것을 알 수 있었다. Methyl jasmonate 100 mM을 첨가한 후 4일째에 수확한 세포로부터 나온 oleanolic acid의 앙은 5.3 mg/L로 매우 적었다. 반면에 첨가 후 2일째에 수확한 세포로부터 나온 양은 94.1 mg/L로 control (43.4 mg/L)에 비해 2.17배로 증가되었다.

• Animal cells and systems
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• 제1권1호
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• pp.151-155
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• 1997

Promoter of the Drosophila proliferating cell nuclear antigen (PCNA) gene contains DRE (Drosophila DNA replication-related element) required for the high level expression of replication-related genes. Recently, we found that promoter region of the D-raf (a Drosophila homolog of the human c-raf-1) contains two sequences homologous to the DRE and demonstrated the DRE/DREF (DRE-binding factor) involvement in regulation of the D-raf gene. In this study, using ursolic acid (UA), a pentacyclic triterpene acid reported to possess antitumor activities, we examined effects of UA on proliferation of the Drosophila cultured Kc cells and on expression of the PCNA and D-raf genes. UA showed an inhibitory effect on proliferation of the Kc cells in a concentration-dependent manner in DNA content assays and [3H]thymidine incorporation assays. The IC50 value of anti-proliferative effects of UA in DNA content assays was about 7.5uM. UA showed inhibitory effects on expression of the PCNA as well as on that of the D-raf, which were examined with the reporter plasmic p5'-168DPCNACAT or p5'-878DrafCAT, respectively. The results obtained in the present study suggest that expression of the PCNA and D-raf genes is coordinately regulated in at least UA-treated Kc cells and that down-regulation of expression of the PCNA and D-raf genes might be related with the antitumor activities of UA.