• Bulletin of the Korean Chemical Society
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• 제13권3호
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• pp.311-314
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• 1992

A new monocyclic ${\beta}-lactam$ analogue, sodium (3R,4S)-3-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyi minoacetamido]-4-methoxymethyl-2-azetidinone-1- sulfonate (3) was synthesized from L-aspartic acid. Starting from L-aspartic acid, (S)-1-benzyl-4-benzyloxycarbonyl-2-azetidinone (7) was synthesized in four steps by following the established procedures and converted into (3R,4S)-3-amino-1-t-butyldimethylsilyl-4-methoxym ethyl-2-azetidinone (13) in six steps. Acylation of the amino group of 13 with $2-amino-{\alpha}$ -(methoxyimino)-4-thiazoleacetic acid, desilylation, and sulfonation with sulfur trioxide-pyridine complex followed by ion exchange afforded sodium (3R,4S)-3-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyi minoacetamido]-4-methoxymethyl-2-azetidinone-1- sulfonate (3). Antibacterial activities of this ${\beta}$ -lactam compound 3 were, however, found to be quite low compared to cefotaxime.

• Bulletin of the Korean Chemical Society
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• 제13권3호
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• pp.315-316
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• 1992

Sodium (3S,4R)-3-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyi minoacetamido]-4-methoxymethyl-2-azetidinone-1- sulfonate (2) was synthesized in fourteen steps from D-aspartic acid. Starting from D-aspartic acid, (3S,4R)-3-amino-1-t-butyldimethylsilyl-4-methoxym ethyl-2-azetidinone (12) was synthesized in ten steps. Acylation of the amino group of 12 with $2-amino-{\alpha}-(methoxyimino)-4-thiazoleacetic$ acid, desilylation, sulfonation, and ion exchange afforded sodium (3S,4R)-3-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyi minoacetamido]-4-methoxymethyl-2-azetidinone-1- sulfonate (2). This new ${\beta}-lactam$ compound 2 showed low antibacterial activities.

• 한국환경농학회지
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• 제3권1호
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• pp.1-9
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• 1984

Alachlor의 토양중 분해산물인 2,6-diethyl-N-(methoxymethyl) acetanilide(분해산물 1)와 2-hydroxy-2',6'-diethyl-N-(methoxymethrl) acetanilide (분해산물 2)를 합성하였다. 분해산물 1은 실온에서 아연분말 존재하에 alachlor를 3N-염산과 반응시켜서 얻었고 분해산물 2는 alachlor를 중탄산소다의 포화용액과 $90^{\circ}C$에서 78시간 반응시켜 합성하였다. 분해산물 2는 $5{\times}10^{-4}M$와 $1{\times}10^{-3}M$의 농도에서 특히 어린벼에 alachlor와 거의 같은 독성을 보인 반면 분해산물 1은 그 약효를 상실하였다. 따라서 alachlor 구조중의 염소원자를 수산기로 치환해도 alachlor의 식물독성은 별 영향을 받지 않으나 수소원자로 치환할 경우는 영향을 받는 것으로 보인다.

• Natural Product Sciences
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• 제23권1호
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• pp.69-74
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• 2017

A new phenol and hydrazide derivatives were obtained for the first time from the C. giganteawhite by silica gel column chromatography. The structure of the isolated compounds was identified by UV, IR NMR and MS. C. gigantea was scientifically reported for several medicinal properties viz. analgesic, antimicrobial and cytotoxic. In this screening work, anti-microbial activity of test compounds was found to be active against all organisms. Additionally, anti-inflammatory activity of the test groups has reduced the thickness of edema of the hind paw compared to the control group.

• Bulletin of the Korean Chemical Society
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• 제29권10호
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• pp.1905-1910
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• 2008

The reaction of 3,14-dimethyl-2,6,13,17-tetraazatetracyclo[16.4.0$0^{1.18}.0^{7.12}$]docosane ($L^1$) with formaldehyde in warm methanol yielded 3,14-dimethyl-2,6,13,17-tetraazatetracyclo[16.4.$1^{2.6}.0^{1.18}.0^{7.12}$]tricosane ($L^7$) containing one 1,3-diazacyclohexane subunit. In methanol, $L^7$ readily reacts with $Cu^{2+}$ ion to form [$CuL^7(H_2O)$]$^{2+}$ which is extremely inert against methanolysis. In the solution containing $Ni^{2+}$ ion, however, $L^7$ reacts with methanol to yield [$NiL^3$]$^{2+}$ ($L^3$ = 2-(methoxymethyl)-5,16-dimethyl-2,6,13,17-tetraazatricyclo[16.4.$0^{1.18}.0^{7.12}$]- docosane), in which one N-$CH_2OCH_3$ pendant arm is appended. The copper(II) complex [$CuL^7(H_2O)$]- $(ClO_4)_2{\cdot}3H_2O\;(I{\cdot}3H_2O)$ has a severely distorted trigonal bipyramidal coordination geometry with a 4-5- 6-5 chelate ring sequence. The crystal structure of [$NiL^3$]$(PF_6)_2{\cdot}2H_2O$ (IIb) shows that the N-$CH_2OCH_3$ pendant arm is not coordinated to the metal ion in the solid state. In various solvents (S), however, the nickel(II) complex exists as a mixture of [$NiL^3$(S)]$^{2+}$, in which the N-$CH_2OCH_3$ group as well as S is coordinated to the metal ion, and [$NiL^3$]^{2+}.

• 농약과학회지
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• 제4권2호
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• pp.21-28
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• 2000

2-(4-(6-chloro-2-benzoxazolyloxy)phenoxy)-N-phenylpropionamide 유도체들의 선택적 제초활성에 관한 연구(성 등, 1999)에 근거하여 수답에서 발아 전(pre-emergence), 벼 (Oryza sativa L.)와 피 (Echinochloa crus-galli)에 대한 제초활성에 미치는 구조-활성과의 관계 (SAR)를 Free-Wilson 방법과 Hansch 방법을 이용하여 정량적으로 검토하였다. SAR 분석결과, 피에 대한 제초활성은 N-phenyl 고리상 meta-치환된 1 치환체와 ortho, para-치환된 2 치환체로서 소수성의 적정값, $({\pi})_{opt.}=1.34$을 가지는 전자 밀게에 의한 장 (F<0) 효과가 영향을 미치는 요소이었다. 벼에 대한 약해를 감소시키는 조건으로는 피의 경우와 같이 meta와 ortho, para-치환된 1- 및 2-치환체인 전자 밀게로서 적정값 $({\pi})_{opt.}=0.91$을 벗어나는 소수성 값을 가져야 한다는 조건이 벼와 피 사이의 선택성에 기여하는 물리-화학적인 요인이었다. 또한, 피의 제초활성은 건답의 경우와 비슷하였으나 벼에 대한 약해는 수답에서 매우 크게 나타남으로써 선택성을 관찰할 수가 없었다. 가수분해는 2-(4-(6-chloro-2-benzoxazolyloxy)phenoxy)propionic acid, (A) (obs. pKa=4.35 및 obs. logP=4.77)와 6-chloro-2- benzoxazol-one (B) obs. pKa=8.40 및 obs. logP=2.90)등을 생성하는 일련의 과정으로 진행되었으며 제초활성은 피보다 벼가 가수분해 생성물인 (A)를 비교적 잘 흡수하기 때문으로 짐작되었다. 그리고 SAR식에 따라 온실내에서 피에 대하여 가장 큰 활성을 나타내는 화합물은 2,6-dimethyl-4-methoxymethyl 치환체 ($pI_{50}=5.41$, 3g/ha)로 예상되었다.