X-Message-Number: 33348
Date: Wed, 23 Feb 2011 06:35:05 -0800 (PST)
From: 
Subject: could limonene eliminate cryoprotectant toxicity?


In ulcer models, limonene offers complete protection against ethanol toxicity. 
It is here suspected that this protection may extend beyond ethanol to other 
cryoprotectants. Limonene is nontoxic to humans, crosses the blood brain 
barrier, exerts sedative and anti-dementia effects, and may inhibit breast 
cancer. IMHO, limonene is an example of a protective substance that merits 
explicit testing for vitrification solution toxicity reduction.

Chem Biol Interact. 2011 Jan 15;189(1-2):82-9. Epub 2010 Oct 8.

Gastroprotective mechanisms of Citrus lemon (Rutaceae) essential oil and its 
majority compounds limonene and ?-pinene: involvement of heat-shock protein-70, 
vasoactive intestinal peptide, glutathione, sulfhydryl compounds, nitric oxide 
and prostaglandin E?.

Rozza AL, Moraes Tde M, Kushima H, Tanimoto A, Marques MO, Bauab TM, Hiruma-Lima
CA, Pellizzon CH. Morphology Department, Biosciences Institute, Univ. Estadual 
Paulista, Botucatu, SP, Brazil.
Abstract

  Citrus lemon (CL) belongs to Rutaceae family and is popularly known in Brazil 
  as limao siciliano. The phytochemical analysis of CL fruit bark essential oil 
  showed two majority components, limonene (LIM) and ?-pinene (PIN). This study 
  aimed to evaluate the gastroprotective mechanism of action from CL, LIM and 
  PIN in ethanol- and indomethacin-induced gastric ulcers and its in vitro 
  anti-Helicobacter pylori activity. After ethanol-induced gastric ulcer, the 
  ulcer area was measured and the stomachs were destined to histology (HE and 
  PAS), immunohistochemistry for HSP-70 and VIP and glutathione (GSH) 
  measurement. The involvement of nitric oxide (NO) and sulfhydryl (SH) 
  compounds was determined. The ulcer area for indomethacin-induced gastric 
  ulcers was measured. PGE? concentration was biochemically measured. The 
  minimum inhibitory concentration (MIC) against H. pylori was determined in 
  vitro. In ethanol model, CL and LIM demonstrated 100% of gastroprotection, 
  while PIN did not exert effective gastroprotection (53.26%). In the 
  indomethacin model, CL and LIM offered effective gastroprotection but PIN did 
  not show gastroprotective effect. The gastric ulcer area of rats pretreated 
  with NO-synthase inhibitor or SH-blocker was decreased in comparison to the 
  control group. The MIC obtained for CL was 125 ?g/mL, for LIM was 75 ?g/mL and
  for PIN was 500 ?g/mL. The gastroprotective effect of CL and LIM was involved
  with increasing in mucus secretion, HSP-70 and VIP, but not with GSH, NO or 
  SH compounds. CL gastroprotective mechanism is involved with PGE?. PIN did not
  present gastroprotective activity.
Copyright C 2010 Elsevier Ireland Ltd. All rights reserved.
PMID: 20934418

Chem Biol Interact. 2009 Aug 14;180(3):499-505. Epub 2009 May 3.

Effects of limonene and essential oil from Citrus aurantium on gastric mucosa: 
role of prostaglandins and gastric mucus secretion.

Moraes TM, Kushima H, Moleiro FC, Santos RC, Rocha LR, Marques MO, Vilegas W, 
Hiruma-Lima CA. Sao Paulo State University, Department of Physiology, Rubiao 
Junior, cp 510, CEP 18618-000, Botucatu, Sao Paulo, Brazil.
Abstract

  Essential oil from Citrus aurantium and the monoterpene limonene are widely 
  used flavoring agents that are found in some common food items. This specie is
  also used medicinally throughout the world to treat gastritis and gastric 
  disorders. Therefore, biological assays were performed in vivo on essential 
  oil of C. aurantium (OEC) and its majority compound limonene (LIM) to evaluate
  their effect on gastric mucosa. The OEC (250 mg/kg, p.o.) and LIM (245 mg/kg,
  p.o.) provided effective (99%) gastroprotection against lesions induced by 
  absolute ethanol and NSAID (non-steroidal anti-inflammatory drug) in rats. OEC
  and LIM do not interfere with gastric H(+) secretion, serum gastrin or 
  glutathione (GSH) level in gastric mucosa. But the gastroprotective action of 
  OEC and LIM occurs due to an increase in the gastric mucus production induced 
  by conserving the basal PGE(2) levels after challenge by agents harmful to the
  gastric mucosa. Given that LIM and OEC are excellent flavoring agents and 
  also present gastroprotective actions, they can be regarded as a promising 
  target for the development of a new drug for the prevention of gastric damage.
  PMID: 19410566

Limonene crosses the blood brain barrier to exert a sedative effect.

J Nutr Sci Vitaminol (Tokyo). 2009 Aug;55(4):367-73.

Sub-chronic effects of s-limonene on brain neurotransmitter levels and behavior 
of rats.

Zhou W, Yoshioka M, Yokogoshi H. Laboratory of Nutritional Biochemistry, Global 
COE Program in the 21st Century, Graduate School of Nutritional and 
Environmental Sciences, The University of Shizuoka, Yada, Suruga, Shizuoka, 
Japan.
Abstract

  The present study was designed to gain insight into the effects of s-limonene 
  on the brain after 1-wk administration. For this purpose, neurotransmitters 
  such as dopamine (DA), serotonin (5-HT), gamma-aminobutyric acid (GABA), 
  glutamic acid (Glu) and some of their metabolites (DOPAC and 5-HIAA) were 
  determined by HPLC-ECD and amino acid analyzer after 1-wk administration of 
  s-limonene of different concentrations (0, 5, 25, 50 mg/kg). Significant 
  changes, such as GABA, 5-hydroxyindoleacetic acid (5-HIAA) and 5-HT, were 
  confirmed. At the same time, basal hypothalamic-pituitary-adrenal (HPA) 
  activity after 1-wk administration of s-limonene was evaluated by 
  corticosterone. Considering the increment of GABA and the changes of other 
  neurotransmitters, anti-stress effects after 1-wk administration were 
  observed. The experimental results showed that s-limonene could inhibit HPA 
  activity under physical stress and this anti-stress effect of s-limonene may 
  act through the GABA(A) receptor.
PMID: 19763039
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http://www.jstage.jst.go.jp/article/jnsv/55/4/367/_pdf

Limonene exerts an anti-dementia effect.

Nutr Neurosci. 2009 Apr;12(2):57-64.
Components of lemon essential oil attenuate dementia induced by scopolamine.

Zhou W, Fukumoto S, Yokogoshi H. Laboratory of Nutritional Biochemistry and 
G-COE Program in the 21st Century, Graduate School of Nutritional and 
Environmental Science, University of Shizuoka, Shizuoka, Japan.
Abstract

  The anti-dementia effects of s-limonene and s-perillyl alcohol were observed 
  using the passive avoidance test (PA) and the open field habituation test 
  (OFH). These lemon essential oils showed strong ability to improve memory 
  impaired by scopolamine; however, s-perillyl alcohol relieved the deficit of 
  associative memory in PA only, and did not improve non-associative memory 
  significantly in OFH. Analysis of neurotransmitter concentration in some brain
  regions on the test day showed that dopamine concentration of the 
  vehicle/scopolamine group was significantly lower than that of the 
  vehicle/vehicle group, but this phenomenon was reversed when s-limonene or 
  s-perillyl alcohol were administered before the injection of scopolamine. 
  Simultaneously, we found that these two lemon essential oil components could 
  inhibit acetylcholinesterase activity in vitro using the Ellman method.
PMID: 19356307

Limonene is bioavailable, and is stored in adipose tissue.

Nutr Cancer. 2010 Aug;62(6):783-8.

Adipose tissue accumulation of d-limonene with the consumption of a lemonade 
preparation rich in d-limonene content.

Miller JA, Hakim IA, Chew W, Thompson P, Thomson CA, Chow HH. Arizona Cancer 
Center, The University of Arizona, Tucson, AZ 85724, USA.
Abstract

  d-limonene is a bioactive food component found in high concentration in citrus
  peel oil with anticancer effects in preclinical studies of mammary 
  carcinogenesis. Extrapolation of preclinical data to human cancer is limited, 
  in part, by inadequate information on the oral bioavailability and tissue 
  disposition of d-limonene in humans. As a fat-soluble compound, d-limonene is 
  more likely to deposit in fatty tissues such as the breast. To assess 
  disposition of d-limonene in humans, we conducted a pilot study of oral 
  d-limonene-rich lemonade. Following a 1-wk washout period devoid of citrus, 
  healthy adults consumed 40 oz. of freshly prepared lemonade containing 500 to 
  600 mg d-limonene daily for 4 wk. On the first and last consumption days, 
  blood and buttock fat biopsy were collected. Matched preintervention and 
  postintervention fat biopsies (n = 7), and matched preintervention and 
  postintervention plasma samples (n = 6), were analyzed for d-limonene levels 
  using gas chromatography and mass spectrometry. There was a significant 
  increase in d-limonene levels in the fat biopsies after 4 wk (P = 0.009); 
  initial levels ranged from nondetectable to 7.79 micromol/kg tissue, and 
  postintervention levels ranged from 53.6 to 294 micromol/kg tissue. Plasma 
  d-limonene levels increased from 0.35 to 0.72 micromol/l initially to 
  postintervention levels of 0.54 to 1.65 micromol/l (P = 0.016). 
  Postintervention adipose d-limonene levels were 51.0 to 195 times higher than 
  plasma levels (P = 0.009). Our results demonstrate accumulation of d-limonene 
  in adipose tissue after oral dosing and support additional studies of 
  d-limonene for chemoprevention in tissues such as the breast that are 
  comprised of a significant fat fraction.
PMID: 20661827

Limonene is safe for humans (but not insects).

Altern Med Rev. 2007 Sep;12(3):259-64.
D-Limonene: safety and clinical applications.
Sun J. Thorne Research, PO Box 25, Dover, ID 83825, USA.
Abstract

  D-limonene is one of the most common terpenes in nature. It is a major 
  constituent in several citrus oils (orange, lemon, mandarin, lime, and 
  grapefruit). D-limonene is listed in the Code of Federal Regulations as 
  generally recognized as safe (GRAS) for a flavoring agent and can be found in 
  common food items such as fruit juices, soft drinks, baked goods, ice cream, 
  and pudding. D-limonene is considered to have fairly low toxicity. It has been
  tested for carcinogenicity in mice and rats. Although initial results showed 
  d-limonene increased the incidence of renal tubular tumors in male rats, 
  female rats and mice in both genders showed no evidence of any tumor. 
  Subsequent studies have determined how these tumors occur and established that
  d-limonene does not pose a mutagenic, carcinogenic, or nephrotoxic risk to 
  humans. In humans, d-limonene has demonstrated low toxicity after single and 
  repeated dosing for up to one year. Being a solvent of cholesterol, d-limonene
  has been used clinically to dissolve cholesterol-containing gallstones. 
  Because of its gastric acid neutralizing effect and its support of normal 
  peristalsis, it has also been used for relief of heartburn and 
  gastroesophageal reflux (GERD). D-limonene has well-established 
  chemopreventive activity against many types of cancer. Evidence from a phase I
  clinical trial demonstrated a partial response in a patient with breast 
  cancer and stable disease for more than six months in three patients with 
  colorectal cancer.
PMID: 18072821
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http://www.thorne.com/altmedrev/.fulltext/12/3/259.pdf

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