• KSBB Journal
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• 제27권2호
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• pp.109-113
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• 2012

This research was to examine the effects of various cyclodextrins on the solubility and stability of prodigiosin in seawater. Among them, ${\beta}$-cyclodextrin was found to have the best efficiency and formation of the inclusion complex was saturated when prodigiosin and ${\beta}$-cyclodextrin were mixed in a ratio of 1:8 and shaken at $25^{\circ}C$ and pH 8.0 for 6 h. The maximum algicidal activity against Chattonella antiqua using the inclusion complex stored at $4^{\circ}C$ for 5 weeks of culture was obtained, $52.28{\pm}3.41%$, which was about 5.0 fold higher than that of control. Our results suggest that inclusion complexes of prodigiosin and ${\beta}$-cyclodextrin could serve as effective algicidal agents.

• Journal of Microbiology and Biotechnology
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• 제18권12호
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• pp.1903-1907
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• 2008

Prodigiosin is a natural red pigment with algicidal activity against Cochlodinium polykrikoides, a major harmful red-tide microalga. To increase the yield of prodigiosin production by Hahella chejuensis KCTC 2396, significant medium components were determined using a two-level Plackett-Burman statistical design technique. Among 12 components included in basal medium, $NaHCO_3$, ${Na}_{2}{SiO}_{3}$, ${NH_4}{NO_3}$, ${Na}_{2}{SO}_{4}$ and $CaCl_2$ were determined to be important for prodigiosin production. The medium formulation was finally optimized using a Box-Behnken design as follows: 1% sucrose; 0.4% peptone; 0.1 % yeast extract; and (g/l): NaCl, 20.0; ${Na}_{2}{SO}_{4}$, 9.0; $CaCl_2$, 1.71; KCl, 0.4; and (mg/l): ${H_3}{BO_3}$, 10.0; KBr, 50.0; NaF, 2.0; $NaHCO_3$, 45.0; ${Na}_{2}{SiO}_{3}$, 4.5; ${NH_4}{NO_3}$, 4.5. The predicted maximum yield of prodigiosin in the optimized medium was 1.198 g/l by the Box-Behnken design, whereas the practical production was 1.495 g/l, which was three times higher than the basal medium (0.492 g/l).

• Toxicological Research
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• 제17권
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• pp.217-218
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• 2001

In a series of our screening for immunomodulating substances, we isolated prodigiosin from the culture broth qf Serratia marcescens B-1231. This compound inhibited the T cell-mediated immune responses such as concanavalin A-induced proliferation, mixed lymphocyte response, local graft versus host reaction and T-dependent antibody response at nontoxic concentrations. However. prodigiosin did not effect B cell-mediated immune functions such as lipopolysaccharide-induced proliferation and -activated polyclonal antibody production at the same concentrations. Prodigiosin did not cause death in vitro to lymphocytes at effective concentrations (＜100 nM) and also did not show toxicity in vivo to lymphoid organs at effective dos-ages (10 and 30 mg/kg). The pharmacological potencies were comparable to the activities of well-known T-cell specific immunosuppressants such as cyclosporin A. In our continuing study, mechanism of action of PDG is investigated with respect to the effect of PDG on IL-2/IL-2R pathway and transcription factor.

• Bulletin of the Korean Chemical Society
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• 제28권1호
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• pp.49-52
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• 2007

Prodigiosin (1) is the parent member of a class of polypyrrole natural products that exhibit promising anticancer activities. They can facilitate copper-promoted oxidative DNA damage by binding to copper ions, and this activity is thought to represent their mechanism of cytotoxicity in the dark. They also possess photoinduced cytotoxicity, although 1 is too toxic in the dark to be used effectively for the treatment of cancer by photodynamic therapies. To circumvent dark toxicity by prodigiosins, the semi-synthetic analogue 2, in which the N-pyrrolic atoms of 1 are methylated to block copper coordination, and the synthetic phenyl analogues 3 and 4, which lack the copper-coordinating A-pyrrole ring of 1, were tested for their ability to inhibit colony formation of HL-60 cancer cells in the absence and presence of visible light (λ > 495 nm). Our results show that 2-4 lack cytotoxicity in the dark, but are able to inhibit colony formation of HL-60 cells following irradiation for 30 min. The synthetic derivative 4 exhibits photo-induced cytotoxicity similar to that of the natural product 1, demonstrating the potential use of prodigiosin-based compounds for treatment of cancers following irradiation with visible light.

• Journal of Microbiology and Biotechnology
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• 제10권2호
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• pp.251-257
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• 2000

Chitin synthases are identified as key enzymes of chitin biosynthesis in most of the fungi. Among them, chitin synthase II has been reported to be and essential enzyme in chitin biosynthesis, and exists as a membrane-bound form. To search and screen new antifungal agents from natural resources to inhibit chitin synthase II, the assay conditions were established using the enzyme isolated from Saccharomyces cerevisiae ECY38-38A(pAS6) that overproduces only chitin synthase II. This enzyme was activated only by partial proteolysis with trypsin. Its actibity reached the maximum at $80{\;}\mu\textrm{g}/ml$ of trypsin and was strongly stimulated by 2.0 mM $Co^{2+}$, 1.0 nM UDP-[$^{14}C$]-GicNAc, and 32 mM free-GlcNAc. Under these assay conditions, the highest chitin synthase II activity was observed by incubation at $30^{\circ}C$ for 90 min. However, and extremely narrow range of organic solvents up to as much as 25% of DMSO and 25% of MeOH was useful for determining optimal assay conditions. After a search or potent inhibitors of chitin synthase II from natural resources, prodigiosin was isolated from Serratia marcescens and purified by solvent extration and silica gel column chromatographies. The structure of prodigiosin was determined by UV, IR, Mass spectral, and NMR spectral analyses. Its molecular weight and formula were found to be 323 and $C_{20}H_{25}N_{3}O$, respectively. Prodigiosin ingibited chitin synthase II by 50% at the concentration of $115{\;}\mu\textrm{g}/ml$.

• KSBB Journal
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• 제13권4호
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• pp.431-437
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• 1998

Optimal media and cultural conditions for the production of prodigiosin-like pigment were established using Serratia sp. KH-95. Glucose and phosphate(K2PO4) stimulated the cell growth, but inhibited the production of pigment at concentration levels of above 10 g/L and 2.0 g/L, respectively. Addition of soy been oil or rice oil to the production medium accelerated cell growth up to more than 2-3 times, but the production of prodigiosin increased about 15-20% in spite of the good cell growth. The effect of pH on the production of pigment was investigated in a 5 liter-bioreactor. When the pH of culture broth was maintained below 8.0, most of pigment was attached to the surface of cells. When the pH of culture broth was above 8.5, however, about 70% of total pigment was suspended in the supernatant of the broth. The cell growth and production of pigment were inhibited at dissolved oxygen concentration of below 10% of air-saturation.

• Journal of Microbiology and Biotechnology
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• 제18권10호
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• pp.1621-1629
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• 2008

Harmful algal blooms (HABs), commonly called red tides, are caused by some toxic phytoplanktons, and have made massive economic losses as well as marine environmental disturbances. As an effective and environment-friendly strategy to control HAB outbreaks, biological methods using marine bacteria capable of killing the harmful algae or algicidal extracellular compounds from them have been given attention. A new member of the $\gamma$-Proteobacteria, Hahella chejuensis KCTC 2396, was originally isolated from the Korean seashore for its ability to secrete industrially useful polysaccharides, and was characterized to produce a red pigment. This pigment later was identified as an alkaloid compound, prodigiosin. During the past several decades, prodigiosin has been extensively studied for its medical potential as immunosuppressants and antitumor agents, owing to its antibiotic and cytotoxic activities. The lytic activity of this marvelous molecule against Cochlodinium polykrikoides cells at very low concentrations ($\sim$l ppb) was serendipitously detected, making H. chejuensis a strong candidate among the biological agents for HAB control. This review provides a brief overview of algicidal marine bacteria and their products, and describes in detail the algicidal characteristics, biosynthetic process, and genetic regulation of prodigiosin as a model among the compounds active against red-tide organisms from the biochemical and genetic viewpoints.

• 한국미생물·생명공학회지
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• 제26권4호
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• pp.283-289
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• 1998

토양으로부터 다량의 적색 색소를 생산하는 KH-95 균주를 분리하였다. 형태학적 특성 및 생리학적 특성을 조사한 결과 KH-95는 Serratia sp.로 동정되었다. 본 균주가 생산하는 적색색소를 용매 추출 및 실리카겔 칼럼 크로마토그라피를 이용하여 분리, 정제 후 기기분석을 수행한 결과 prodigiosin의 일종으로 밝혀졌다. Serratia sp. KH-95 균주가 prodigiosin계 적색색소를 생산하기 위한 최적 조건은 배양온도 28$^{\circ}C$, 초기 pH는 7.0였으며 배지 조성을 검토 결과 카제인이 색소의 생산에 가장 적합하였다. 대두유, 미강유와 같은 oil을 제외한 대부분의 탄소원과 이용하기 쉬운 질소원인 효모즙, 육즙, 펩톤 등은 균체의 생장은 촉진 하였으나 색소 생산을 현저하게 저해하였다. 최적화된 배지 및 배양조건에서 대두유를 탄소원으로 첨가할 경우 3,380 mg/l의 많은 적색색소가 생산되었다.

• 한국응용과학기술학회지
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• 제36권1호
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• pp.355-361
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• 2019

Serratia marcescens 2354(ATCC 25419) 균주로부터 추출한 붉은 색소는 prodigiosin (PG)이었고, 이를 methanol에 녹여 자외선 및 가시광선 흡수 스펙트라를 측정한 결과 537 nm의 최대흡수파장 (${\lambda}_{max}$)을 갖는 산성용액에서의 전형적인 PG의 흡수 스펙트라이었다. 또한 methanol 용액에서 PG의 농도를 $1.0{\times}10-5M$에서 $9.0{\times}10-5M$로 증가시키면, 537 nm의 흡수강도는 증가하고 467 nm의 흡수강도는 감소하였으며, 500 nm에서 isosbestic point가 관측되었다. 이러한 현상은 537 nm와 467 nm가 각각 산과 염기용액에서의 PG 흡수대이고, 500 nm의 isosbestic point 등을 고려하면 가역적 산-염기 평형반응에 의한 결과라고 볼 수 있다. 한편 pH, 4.75의 acetic acid 완충용액에서 PG의 농도를 $6.0{\times}10^{-4}M$에서 $1.0{\times}10^{-4}M$로 감소시키면 500 nm에서 ${\lambda}_{max}$를 가지는 새로운 흡수대가 나타난다. 이 흡수대는 pH 4.75의 수용액에서만 나타나는 것으로 같은 pH의 순수한 methanol 용액에서는 나타나지 않는다. 이는 PG 분자가 $H_2O$에 의해 ${\alpha}$-이성질체에서 ${\beta}$-이성질체로의 전환에 기인하는 것이다. 즉 PG의 색변화는 용액의 농도 및 용매의 특성에 의해서도 일어날 수 있음을 확인하였다.

• 한국미생물·생명공학회지
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• 제18권3호
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• pp.227-232
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• 1990

Serratia marcescens를 $30^{\circ}C$에서 진탕배양했더니, 적색색소인 prodigiosin이 초로기(senescent phase of growth)에서 생성되었다. 그리고 이조건에서 배양한 세포를 polystyrene dish를 사용하여 세포의 hydrophobicity를 측정한 결과 상당한 소수성 성질이 발현되어 대부분의 세포가 비극성 성질의 polystyrene dish에 흡착되었다. 그러나 이 박테리아를 $37^{\circ}C$에서 배양했더니, 적색 색소인 prodigiosin도 생성되지 않았을 뿐 아니라 소수성 성질도 발현되지 않음으로서 세포가 polysyrene dish에 흡착되지 않고 pre-washing 단계에서 모두 씻겨져 났다. 또한 $30^{\circ}C$와 $37^{\circ}C$에서 배양한 serratia marecescens의 지질성분을 분석한 결과, $30^{\circ}C$에서 배양한 세포의 지질은 phospholipid, glycolipid 및 확인되지 않은 지질 등이 생성되었으나 $37^{\circ}C$에서 배양한 세포의 경우는 주로 양쪽성 성질의 aminolipid인 serratamolide가 생성되어, 배양한 온도조건에 따라 뚜렷한 차이를 보였다.